Category: 32588-36-6

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.32588-36-6,Indole-2-acetic acid,as a common compound, the synthetic route is as follows.

General procedure: For compounds of group C, 0.5 mmol 2-propynylaminewas usedto form amides with corresponding carboxylic acid derivativesmediated by N,N0-dicyclohexylcarbodiimide (DCC, 1.0 eq.) in dryacetonitrile (MeCN). Conditions and procedures used here weresame as these in group A. Afterwards, different amides were mixedwith 4-azidophenol (1.0 eq), fresh prepared solutions of CuSO4 (0.1eq) in demi-water (0.20 mL), sodium ascorbate (0.20 eq) in demiwater(0.20 mL) in MeOH (4 mL). The reaction mixture was leftstirring overnight for at 60 C. The CuAAC reaction and purificationwere also done in the same way as for group A described above., 32588-36-6

32588-36-6 Indole-2-acetic acid 4371752, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Chen, Deng; Dekker, Frank J.; Fokkens, Marieke; Kok, Tjie; Poelarends, Gerrit J.; Proietti, Giordano; Xiao, Zhangping; van Merkerk, Ronald; European Journal of Medicinal Chemistry; vol. 186; (2020);,
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

32588-36-6, Indole-2-acetic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 1,3,4,6-tetra-O-acetyl-b-D-glucosamine (1equiv) in dry CH2Cl2 at 00C under an N2 atmosphere was addedEDC.HCl (1.2 equiv), HOBT (1.2 equiv), Et3N (0.5 equiv) and carboxylicacid (1.2 equiv). The reaction mixture was stirred at room temperature for 24 h and upon consumption of the starting material;the reaction mixture was poured into ice-water (300 mL) andstirred vigorously for 20 min. The precipitate was collected via filtration and washed with ice cold water to afford the amide products as white solids. 4.2.5.1. (2S,3R,4S,5S,6R)-6-(acetoxymethyl)-3-(4-phenylbutanamido)tetrahydro-2H-pyran-2,4,5-triyl triacetate (8a). The title compoundwas synthesized from acetoxy glucosamine 7 (1.00 g, 2.88 mmol)and 4-phenylbutyric acid (0.57 g, 3.45 mmol) following GSP-1 toyield a white solid (1.17 g, 82%). M.p. 159-160 C; Optical rotation:[a]25589 + 25.0 (MeOH); 1H NMR (300 MHz, DMSO-d6): d 1.68-1.79 (m,2H, CH2), 1.90 (s, 3H, CH3), 1.98 (s, 3H, CH3), 2.01 (s, 3H, CH3), 2.02 (s,3H, CH3), 1.93-2.06 (m, 2H, CH2), 2.48-2.50 (m, 2H, CH2), 3.93-3.97(m, 2H, CH2), 3.98-4.02 (m, 1H, CH), 4.2 (dd, J = 4.9, 4.9 Hz, 1H, CH),4.90 (t, J = 9.6 Hz, 1H, CH), 5.21 (t, J = 10.0 Hz, 1H, CH), 5.75 (d,J = 8.8 Hz, 1H, CH), 7.15-7.20 (m, 3H, 3 ArCH), 7.26-7.31 (m, 2H,2 ArCH), 8.00 (d, J = 9.4 Hz, 1H, NH); 13C NMR (75 MHz,DMSO-d6): d 20.8 (CH3), 20.9 (CH3), 21.0 (2 CH3), 27.5 (CH2),34.8 (CH2) 35.4 (CH2), 52.3 (CH), 61.9 (CH2), 68.6 (CH), 72.0 (CH),72.6 (CH), 92.2 (CH), 126.3 (ArCH), 128.7 (2 ArCH), 128.8(2 ArCH), 142.0 (ArC), 169.3 (CO), 169.7 (CO), 170.0 (CO), 170.5(CO), 172.6 (CO); IR (neat): mmax 912, 1031, 1220, 1369, 1529,1656, 1739, 3333 cm1; HRMS (+ESI): Found m/z 516.1841[M+Na]+, C24H31NO10Na requires 516.1840.

32588-36-6, The synthetic route of 32588-36-6 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Biswas, Nripendra N.; Yu, Tsz Tin; Kimyon, Oender; Nizalapur, Shashidhar; Gardner, Christopher R.; Manefield, Mike; Griffith, Renate; Black, David StC.; Kumar, Naresh; Bioorganic and Medicinal Chemistry; vol. 25; 3; (2017); p. 1183 – 1194;,
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

32588-36-6, Indole-2-acetic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 11 (1.2 g, 6.34 mmol) and KOH (6.7, 0.12 mol) taken in a reaction flask was dissolved in 150 mL of EtOH, to this stirred reaction mixture was slowly added 80 % N2H4 (5 mL) at rt. Later the reaction mixture was refluxed for 5 h then the reaction mixture was heated to 150 C and was maintained at the same temperature for 45 min. Then, the reaction mixture was cooled to 0C and acidified (pH=2-3) with 5 % aq HCl. The organic layer was separated and the aqueous layer was extracted with Et2O (3 × 50mL). The combined organic layers were washed with brain, and dried over MgSO4. The solvent was removed under reduced pressure and the crude product 12 was dissolved in a mixture of MeOH (13 mL) and benzene (48 mL). To this solution, 4mL of 8 mmol of TMSCHN2 was added and the resulting reaction mixture was stirred for 30min at rt. Then all the volatile materials were removed under reduced pressure, later the solid residue was dissolved in CH2Cl2 and washed with aq Na2CO3. The organic fraction was dried (MgSO4) and the solvent removed under reduced pressure and the crude product was purified by flash column chromatography (EtOAc : Hexane=3 : 2) to yield 13 (75 %). mp 70.3-71.4C (lit [25]. 68.0-71.0C); 1H NMR (500 MHz, CDCl3): delta 8.79 (1H, br-s, N-H), 7.54-7.12 (4H, m, Ar-H), 6.34 (1H, s, Ar-H), 3.82 (2H, s, CH2), 3.74 (3H, s, CH3); 13C NMR (125.77 MHz, CDCl3): delta 171.0, 136.3, 130.3, 128.1, 121.7, 120.1, 119.7, 110.8, 101.8, 52.3, 33.7. MS (FAB) m/z 189 (M+H)., 32588-36-6

32588-36-6 Indole-2-acetic acid 4371752, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Mori, Ryota; Kato, Asako; Komenoi, Kousuke; Kurasaki, Haruaki; Iijima, Touru; Kawagoshi, Masashi; Kiran; Takeda, Sho; Sakai, Norio; Konakahara, Takeo; European Journal of Medicinal Chemistry; vol. 82; (2014); p. 16 – 35;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.32588-36-6,Indole-2-acetic acid,as a common compound, the synthetic route is as follows.

To a solution of compound 7 (100mg, 0.25 mmol)and 2-(1H-indol-2-yl)acetic acid (44 mg, 0.25 mmol) in 5 mlDMF was added HOAT (68 mg, 0.50 mmol), EDCI (78 mg,0.50 mmol) and DIPEA (129 mg, 1 mmol). The mixture wasstirred at 60 C. overnight, LCMS monitored the reaction tocompletion. The target compound 8 (80 mg, 766%) wasobtained as a yellow solid following extraction with EA andfiltration through silica gel.

32588-36-6, As the paragraph descriping shows that 32588-36-6 is playing an increasingly important role.

Reference：
Patent; Acetylon Pharmaceuticals, Inc.; Jones, Simon Stewart; Yang, Min; Tamang, David Lee; US2015/105384; (2015); A1;,
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