Ikan, R. et al. published their research in Israel Journal of Chemistry in 1964 |CAS: 52537-00-5

6-Chloro-2,3-dihydro-1H-indole(cas:52537-00-5) belongs to indole. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. Computed Properties of 52537-00-5

Ikan, R.; Hoffmann, E.; Bergmann, E. D.; Galun, A. published an article in 1964, the title of the article was Synthesis of 5- and 6-haloindoles from indoline.Computed Properties of 52537-00-5 And the article contains the following content:

cf. Terent’ev, et al., CA 54, 10991c. A mixture of 240 g. indoline and 2 1. concentrated H2SO4 stirred 1 hr. below 0° with a mixture of 90 ml. HNO3 and 2 h H2SO4 gave 95% 6-nitroindoline, m. 66-7° (BuOH); NAc derivative (I) m. 156-7°. I (250 g.) suspended in 600 ml. isoPrOH and hydrogenated over 10% Pd-C at 70°/80 lb./in.2 gave 85% 6-amino-1-acetyfindole (II), m. 181°. II (500 g.) suspended in a mixture of 760 ml. H2O and 760 ml. concentrated HCl and diazotized at 0-5° by a solution of 208 g. NaNO2 in 420 H2O, gave on stirring 1 hr. at 0-5° with a solution of 580 g. NaBF4 in 1 1. H2O a diazonium salt, which, filtered and washed successively with aqueous NaBF4 solution, cold EtOH, and Et2O and then dried, was extracted with iso-PrOH to give 55% 6-fluoro-1-acetylindole (III), b1 180°, b0.5 165°, m. 79-80°. III refluxed 1 hr. with 10 parts concentrated HCl gave quant. 6-fluoroindoline (IV), b0.3 70-2°, n29D 1.5533, also obtained directly by adding 1.5 moles NaOH/mole II to the iso-PrOH extract of the decomposition product of the diazonium fluoborate, and subsequent distillation A mixture of 7 1. xylene, 470 g. chloranil, and 194 g. IV refluxed 5 hrs. gave 60% 6-fluoroindole (V), m. 74.5-5.5°. IV (50 g.) dehydrogenated by 20-min. treatment at 180-200° with 3 g. 10% Pd-C gave 35% V. Dropwise addition of 170 ml. fuming HNO3 to 220 g. indoline in 3 1. Ac2O at 10-12° gave 350 g. orange solid when the product was poured on ice. After removing the small amount of dinitroacetylindoline by refluxing the product with 10 parts concentrated HCl 1 hr. and then filtering off the more acidic dinitroindole which precipitated, the filtrate was made alk. to aqueous NaOH solution and the precipitate refluxed 3 hrs. with Ac2O to give 73% 5-nitro-1-acetylindoline, m. 175-6° (AcOH), which hydrogenated over 10% Pd-C at 70° gave 85% the 5-amino analog (VI), m. 185-6° (aqueous EtOH). VI, diazotized and subjected to a Schiemann reaction, gave 55% 5-fluoro-1-acetylindoline, b8 170°, m. 110-11°, which was deacetylated quant. to 5-fluoroindoline, b15 116-18°, n24D 1.5559, and converted into 5-fluoroindole, m. 45-6°, by the above method. II (176 g.) was suspended in a mixture of 250 ml. H2O and 250 ml. concentrated HCl and diazotized at 0° with a solution of 70 g. NaNO2 in 150 ml. H2O, and the resulting diazonium solution added slowly at 0° to a Cu2Cl2. solution prepared from 310 g. CuSO4.5H2O and 81 g. NaCl in 1 1. H2O, 66 g. NaHSO3 and 44 g. NaOH in 0.5 1. H2O, and 500 ml. concentrated HCl, and the mixture heated to 45° slowly, stirred 2 hrs., cooled to 0°, and filtered gave 56% 6-chloro-1-acetylindoline, m. 127-8°, 85 g. of which refluxed 1 hr. with 850 ml. concentrated HCl gave 6-chloroindoline-HCl, m. 210°; the free base (VII) b28 156-8°, n29D 1.5984. Dehydrogenated with chloranil VII gave 60% 6-chloroindole, m. 89-90°. Similarly, 5-amino-1-acetylindoline gave 60%, the 5-chloro analog, m. 115-16° (EtOH), which was deacetylated to 94% 5-chloroindoline, b20 132-5°, n24D 1.5996, and in turn dehydrogenated to 62% 5-chloroindole, m. 69-70°, by chloranil. Ultraviolet data for these compounds were given. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Computed Properties of 52537-00-5

6-Chloro-2,3-dihydro-1H-indole(cas:52537-00-5) belongs to indole. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. Computed Properties of 52537-00-5

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Whalley, W. B. et al. published their research in Journal of the Chemical Society in 1951 |CAS: 65417-22-3

Methyl 2-methyl-1H-indole-3-carboxylate(cas:65417-22-3) belongs to indole. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. HPLC of Formula: 65417-22-3

Whalley, W. B. published an article in 1951, the title of the article was Organic fluoro compounds. V. ω-Trihaloacetophenones.HPLC of Formula: 65417-22-3 And the article contains the following content:

cf. C.A. 45, 9001b. 6,2,4-MeO(HO)2C6H2CO2Me (I) (2.2 g.), 0.7 g. Ac2O, and 15 mL. AcOH, saturated with BF3 and the precipitate crystallized from MeOH, give 2.2 g. Me 3-acetyl-2,4-dihydroxy-6-methoxybenzoate (II), m. 170°; II results also from 1.7 g. I, 10 mL. MeCN, 4 g. ZnCl2, and 2 g. AlCl3 in 100 mL. ether saturated with HCl at 5° and the ketimine salt hydrolyzed after 24 h. with H2O. Hydrolysis of II with KOH gives 4,2,6-MeO(HO)2C6H2Ac (III), m. 137°. 4,2,6-MeO(HO)2C6H2COCCl3 (2 g.), 0.7 g. Ac2O, and 5 mL. AcOH, saturated with BF3, give 2.2 g. 2,6-dihydroxy-4-methoxy-3-trichloroacetylacetophenone (IV), fawn, m. 115°; hydrolysis with aqueous KOH gives III; 0.5 g. IV in 7 mL. MeOH containing 1 drop 60% KOH, refluxed 5 min., gives a quant. yield of II; warmed with 2 N NaHCO3, IV gives 3-acetyl-2,4-dihydroxy-6-methoxybenzoic acid, m. 182° (decomposition). Reduction of IV with Zn in AcOH gives a quant. yield of 3,4,2,6-Ac(MeO)(HO)2C6HAc, m. 105°. I (2.2 g.), 1.5 g. Zn(CN)2, and 10 mL. HCN in 120 mL. ether, saturated with HCl, give 2 g. of the 3-formyl derivative (V); 2 g. V in 40 mL. MeOH, added (5 min.) to 20 mL. concentrated HCl and 10 mL. H2O containing 15 g. amalgamated Zn and heated 5 min., give 1.6 g. Me 2,4-dihydroxy-6-methoxy-3-methylbenzoate (VI), m. 202°, gives a violet FeCl3 reaction; hydrolysis of VI with aqueous KOH gives 2,5,1,3-Me(MeO)C6H2(OH)2, m. 124°. VI (0.75 g.) with HCN and Zn(CN)2 give 0.6 g. of the 5-formyl derivative, m. 122°, gives a brown-violet FeCl3 reaction; 2,4-dinitrophenylhydrazone, orange, m. 262-3° (decomposition). 3,5-(MeO)2C6H3OH (5 g.), 5 g. ZnCl2, 10 g. Cl3CCN, and 100 mL. ether, saturated at 5° with HCl and the products hydrolyzed after 24 h., give 3.7 g. α,α,α-trichloro-4-hydroxy-2,6-di-methoxyacetophenone (VII), pale yellow, m. 117°; with warm 2 N NaOH, VII gives a quant. yield of 4,2,6-HO(MeO)2C6H2CO2H, m. 201°; reduction of VII with Zn and HCl in MeOH gives a quant. yield of 2-ethylphloroglucinol 1,3-di-Me ether (VIII), m. 153°; 0.6 g. VII, 2 g. Zn, and 5 mL. AcOH, refluxed 30 min., give VIII; addition of 2 g. Zn (3 min.) to 0.6 g. VII in 5 mL. AcOH and heating 2 min. on the steam bath give a quant. yield of 4,2,6-HO(MeO)2C6H2Ac. 3,5-(MeO)2C6H2OH (2.5 g.) and 2 g. ZnCl2 in 50 mL. ether, saturated at room temperature with HCl, treated with 6 g. F3CCN, the product (after 4 h.) hydrolyzed (15 min.) with H2O, and the solid (1.5 g.) distilled with steam, give 0.2 g. α,α,α-trifluoro-2-hydroxy-4,6-dimethoxyacetophenone, bright yellow, m. 87° (red-brown FeCl3 reaction), and 1 g. α,α,α-trifluoro-4-hydroxy-2,6-dimethoxyacetophenone, m. 155°. 2,1,3,5-Me(MeO)C6H2(OH)2 (1.4 g.) gives 0.5 g. α,α,α-trifluoro-2,6-dihydroxy-4-methoxy-3-methylacetophenone, bright yellow, m. 145°, gives an intense violet-brown FeCl3 reaction. 2,3,1,5-Me(HO)C6H2(OMe)2 (1.1 g.) gives 0.75 g. α,α,α-trifluoro-2-hydroxy-4,6-dimethoxy-3-methylacetophenone, bright yellow, m. 100°, gives an intense green-brown FeCl3 reaction. 2-Methyl-3-trichloroacetylindole (0.5 g.) in 17 mL. MeOH containing 1 drop 60% KOH, refluxed 5 min., gives a quant. yield of Me 2-methyl-3-indolecarboxylate, m. 165°. 2,6-(HO)2C6H3Ac (2.5 g.) and 2 g. BrCH2CO2Et in 100 mL. Me2CO containing 20 g. K2CO3, refluxed 3 h., give 2.9 g. Et (2-acetyl-3-hydroxyphenoxy)acetate (IX), m. 74-5°, gives a deep crimson FeCl3 reaction; 1 g. ester, hydrolyzed (30 min.) on the steam bath with 10 mL. 2 N NaOH, the acid refluxed 80 min. with 2.5 g. AcONa and 8 g. Ac2O, and the ester hydrolyzed (1 h. on the steam bath) with 2 N NaOH, gives 0.4 g. 4-hydroxy-3-methylbenzofuran (X), m. 111°. X (2.1 g.), 4 g. ZnCl2, and 4 g. Cl3CCN in ether, saturated at 5° with HCl and the ketimine hydrolyzed with H2O, give 1.7 g. of the 2-trichloroacetyl derivative (XI), bright green, m. 159°; with EtOH containing a little 60% KOH XI yields 2-carbethoxy-4-hydroxy-3-methylbenzofuran (XII), m. 155°; 2 g. IX in 15 mL. EtOH containing EtONa (0.2 g. Na), refluxed 1 h., gives 0.2 g. XII. 2,4-(MeO)2C6H3COCF3 yields a 2,4-dinitrophenylhydrazone, orange, m. 195°; the dinitrophenylhydrazone of 6-methoxy-2-(trifluoroacetyl)benzofuran, blood-red, m. 190-1° (decomposition). The theor. implications of the bright color and the reactions of the α,α,α-trichloro-and α,α,α-trifluoropolyhydroxyacetophenones and their derivatives are discussed. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).HPLC of Formula: 65417-22-3

Methyl 2-methyl-1H-indole-3-carboxylate(cas:65417-22-3) belongs to indole. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. HPLC of Formula: 65417-22-3

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Lee, Yesol et al. published their research in Bulletin of the Korean Chemical Society in 2020 |CAS: 79815-20-6

The Article related to zincon copper ion acidic condition linear calibration curve, Water: Analysis and other aspects.Product Details of 79815-20-6

On December 20, 2020, Lee, Yesol; Kim, Ra Yun; Eom, In-Yong published an article.Product Details of 79815-20-6 The title of the article was Accuracy Improvement When Determining Copper(II) Ions With Zincon at Acidic Condition. And the article contained the following:

2-Carboxy-2′-hydorxy-5′-sulfoformazylbenzene has been widely used to determine Cu(II) ions. In general, basic pH condition is preferred to enhance the reactivity between metal ions and zincon. But acidic condition can be applied for copper determination because Cu(II) cannot lose reactivity at acidic condition. Also, pH = 5 condition can minimize the interference from zinc which is found together with copper in many samples. However, zincon can be precipitated at acidic condition. We minimized precipitation problem by adding cyclohexanone or the use of lower buffer concentration Using this approach, accuracy was improved from -17.7 to 242.5% to -0.4% to 22.0%. A very linear calibration curve (r2 = 0.9999) was obtained for the copper concentration range of 30-2002 ng/mL. This method was successfully applied to determine copper concentration from discharged water samples. No significant interference was observed and the estimated LOD (S/N = 3) is 5.5 ng/mL. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Product Details of 79815-20-6

The Article related to zincon copper ion acidic condition linear calibration curve, Water: Analysis and other aspects.Product Details of 79815-20-6

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Sundgren, Andreas et al. published their research in Journal of Carbohydrate Chemistry in 2005 |CAS: 130539-43-4

The Article related to capsular polysaccharide preparation streptococcus pneumoniae, Carbohydrates: Amines and other aspects.Formula: C16H19NO6S

On August 31, 2005, Sundgren, Andreas; Lahmann, Martina; Oscarson, Stefan published an article.Formula: C16H19NO6S The title of the article was Block synthesis of Streptococcus pneumoniae type 14 capsular polysaccharide structures. And the article contained the following:

Synthesis of a thioglycoside tetrasaccharide block, β-D-Galp-(1â†?)-β-DGlcp-(1â†?)-[β-D-Galp-(1â†?)]-β-D-GlcNPhthp-(1→SEt), corresponding to the repeating unit of Streptococcus pneumoniae serotype 14 CPS is described. Coupling of this block with a spacer followed by removal of an isopropylidene acetal yielded an acceptor, which was elongated with the donor block to give a protected dimer of the repeating unit. Iteration of this methodol. yielded the trimer. Deprotection then produced an octa and a dodecasaccharide derivative ready for conjugation to proteins to afford immunoactive glycoconjugates. The experimental process involved the reaction of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside(cas: 130539-43-4).Formula: C16H19NO6S

The Article related to capsular polysaccharide preparation streptococcus pneumoniae, Carbohydrates: Amines and other aspects.Formula: C16H19NO6S

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Li, Wei et al. published their research in Organic & Biomolecular Chemistry in 2018 |CAS: 130539-43-4

The Article related to glycan pentasaccharide ionic liquid supported synthesis orthogonal protecting group, Carbohydrates: Amines and other aspects.Quality Control of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside

Li, Wei; Gao, Yu; Li, Qing; Li, Zhong-Jun published an article in 2018, the title of the article was Ionic-liquid supported rapid synthesis of an N-glycan core pentasaccharide on a 10 g scale.Quality Control of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside And the article contains the following content:

A new and efficient Ionic Liquid-Supported Oligosaccharide Synthesis (ILSOS) strategy for an N-linked core pentasaccharide on a 10 g scale is reported. This new ILSOS includes a new spacer for an IL support, a new tagging strategy, and fast, efficient and orthogonal removal of the ionic-liquid support, producing the N-linked core pentasaccharide with direct applicability potential in a short time, with high yield and on a large gram scale. The experimental process involved the reaction of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside(cas: 130539-43-4).Quality Control of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside

The Article related to glycan pentasaccharide ionic liquid supported synthesis orthogonal protecting group, Carbohydrates: Amines and other aspects.Quality Control of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Minuth, Tobias et al. published their research in Synlett in 2008 |CAS: 130539-43-4

The Article related to thioglucoside malonamide cyclization, glucosamine oxazoline chiral ligand asym synthesis, Carbohydrates: Amines and other aspects.Product Details of 130539-43-4

On June 13, 2008, Minuth, Tobias; Boysen, Mike M. K. published an article.Product Details of 130539-43-4 The title of the article was A general and efficient route to 3-O-modified carbohydrate bis(oxazoline) ligands. And the article contained the following:

An efficient route to derivatives of carbohydrate-based bis(oxazoline) ligands with 3-O substituents of varying steric demand is described. The synthesis of the new ligands proceeds via a thioglucoside key intermediate. The double cyclization to the desired bis(oxazolines) is initiated with N-iodosuccinimide under mild conditions. Employing this strategy, four new 3-O-modified bis(oxazoline) ligands were obtained in good yields. The experimental process involved the reaction of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside(cas: 130539-43-4).Product Details of 130539-43-4

The Article related to thioglucoside malonamide cyclization, glucosamine oxazoline chiral ligand asym synthesis, Carbohydrates: Amines and other aspects.Product Details of 130539-43-4

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Gening, M. L. et al. published their research in Russian Journal of Bioorganic Chemistry in 2006 |CAS: 130539-43-4

The Article related to disaccharide trisaccharide oligosaccharide oligomerization glycosylation preparation glucosamine, Carbohydrates: Amines and other aspects.Application of 130539-43-4

On August 31, 2006, Gening, M. L.; Tsvetkov, Yu. E.; Pier, G. B.; Nifantiev, N. E. published an article.Application of 130539-43-4 The title of the article was The study of the reaction of terminated oligomerization in the synthesis of oligo-(β1-6)-glucosamines. And the article contained the following:

The applicability of terminated oligomerization to the synthesis of oligo-(β1-6)-glucosamines, fragments of the intercellular polysaccharide adhesion of staphylococci, was studied. The reactions of terminated oligomerization were carried out with mono-, di-, and trisaccharide monomers and N-protected aminopropanol; and mono- and disaccharides as terminating mols. were also attempted. The primary formation of cyclic products of monomer intramol. glycosylation was observed in almost all the reactions. Only the experiments with the monomer based on the disaccharide bromide under the conditions of the Helferich reaction led to reduced yields (30%) of the cyclic products. However, even in this case, the desired terminated oligosaccharides were generated in approx. 10% yield and mainly were the products of single glycosylation of the terminator by the monomer. These experiments allow the conclusion that, under the examined conditions, the reaction of terminated oligomerization could not result in the synthesis of oligo-glucosamines with a high mol. mass. The experimental process involved the reaction of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside(cas: 130539-43-4).Application of 130539-43-4

The Article related to disaccharide trisaccharide oligosaccharide oligomerization glycosylation preparation glucosamine, Carbohydrates: Amines and other aspects.Application of 130539-43-4

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Kamkhachorn, Teerada et al. published their research in Organic Letters in 2010 |CAS: 130539-43-4

The Article related to oligosaccharide chemoselective synthesis, fraser reid armed disarmed glycosylation amino deoxysugar, Carbohydrates: Amines and other aspects.Category: indole-building-block

On July 2, 2010, Kamkhachorn, Teerada; Parameswar, Archana R.; Demchenko, Alexei V. published an article.Category: indole-building-block The title of the article was Comparison of the Armed/Disarmed Building Blocks of the D-Gluco and D-Glucosamino Series in the Context of Chemoselective Oligosaccharide Synthesis. And the article contained the following:

A very elegant Fraser-Reid armed-disarmed approach recently expanded to the building blocks of the superarmed and superdisarmed series shows very high utility in chemoselective oligosaccharide synthesis. Although a number of studies dedicated to the chemoselective activation of 2-amino-2-deoxysugars have emerged, little remains known about how the reactivity of the armed/disarmed building blocks of the neutral sugars directly compares to that of their 2-aminosugar counterparts. A preliminary study of this comparative reactivity is presented. The experimental process involved the reaction of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside(cas: 130539-43-4).Category: indole-building-block

The Article related to oligosaccharide chemoselective synthesis, fraser reid armed disarmed glycosylation amino deoxysugar, Carbohydrates: Amines and other aspects.Category: indole-building-block

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

El-Sokkary, Ramadan I. et al. published their research in Carbohydrate Research in 1990 |CAS: 130539-43-4

The Article related to oligosaccharide intermediate, amidodeoxyglucose, aminodeoxygalactose, glucose amino deoxy, galactose amino deoxy, Carbohydrates: Amines and other aspects.Electric Literature of 130539-43-4

On August 15, 1990, El-Sokkary, Ramadan I.; Silwanis, Basim Azmy; Nashed, Mina A.; Paulsen, Hans published an article.Electric Literature of 130539-43-4 The title of the article was Standardized intermediates for oligosaccharide synthesis: convenient preparation of 2-amino-2-deoxy-D-glucose derivatives and their conversion into the D-galactose analogs. And the article contained the following:

Treating tetraacetate I (R = Ac, NPhth = phthalimido) with allyl alc. in CH2Cl2 containing FeCl3 gave I (R = CH2:CHCH2O) which was deacetylated by NaOMe-MeOH followed by benzoylation with BzCl to give 95.8% phthalimido derivative II. The latter was treated with (CF3SO2)2O in CH2Cl2 to give an intermediate 4-triflate which was converted by NaNO2-DMF to 86% galactopyranoside III, a useful glycosyl donor for oligosaccharide synthesis. The experimental process involved the reaction of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside(cas: 130539-43-4).Electric Literature of 130539-43-4

The Article related to oligosaccharide intermediate, amidodeoxyglucose, aminodeoxygalactose, glucose amino deoxy, galactose amino deoxy, Carbohydrates: Amines and other aspects.Electric Literature of 130539-43-4

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Seeberger, Peter H. et al. published their research in Synlett in 2003 |CAS: 130539-43-4

The Article related to deoxystreptamine neomycin analog preparation rna binding, aminoglycoside oligosaccharide analog preparation rna binding, Carbohydrates: Amines and other aspects.Application In Synthesis of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside

Seeberger, Peter H.; Baumann, Michael; Zhang, Guangtao; Kanemitsu, Takuya; Swayze, Eric E.; Hofstadler, Steven A.; Griffey, Richard H. published an article in 2003, the title of the article was Synthesis of neomycin analogs to investigate aminoglycoside-RNA interactions.Application In Synthesis of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside And the article contains the following content:

A series of novel aminoglycoside oligosaccharide analogs containing a 2,5-dideoxystreptamine core scaffold was prepared to study aminoglycoside binding to the small subunit of 16S rRNA. A set of monosaccharide building blocks carrying amino groups in different positions and conformations around the pyranose ring was utilized in the assembly of oligosaccharides. These aminoglycoside analogs were analyzed for their RNA-binding capacity using a high throughput mass spectroscopy assay. The experimental process involved the reaction of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside(cas: 130539-43-4).Application In Synthesis of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside

The Article related to deoxystreptamine neomycin analog preparation rna binding, aminoglycoside oligosaccharide analog preparation rna binding, Carbohydrates: Amines and other aspects.Application In Synthesis of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles