Tag: 233.22

Photo electron transfer induced macrocyclization of N-phthaloyl-蠅-aminocarboxylic acids was written by Griesbeck, Axel G.;Henz, Andreas;Peters, Karl;Peters, Eva-Maria;von Schnering, Hans Georg. And the article was included in Angewandte Chemie, International Edition in English in 1995.Reference of 3130-75-4 This article mentions the following:

Macrocycles such as azacyclotridecane I (n = 9) can be prepared by irradiating phthaloyl aminocarboxylic acids such as 12-aminododecanoic acid derivative II in acetone/K₂CO₃/H₂O. In the experiment, the researchers used many compounds, for example, 4-(1,3-Dioxoisoindolin-2-yl)butanoic acid (cas: 3130-75-4Reference of 3130-75-4).

4-(1,3-Dioxoisoindolin-2-yl)butanoic acid (cas: 3130-75-4) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Reference of 3130-75-4

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

Reaction of phthalimidoalkyl radicals with 蟺-deficient olefins was written by Totoki, Shintaro;Tada, Masaru. And the article was included in Rikogaku Kenkyusho Hokoku, Waseda Daigaku in 1987.HPLC of Formula: 3130-75-4 This article mentions the following:

蠅-Phthalimidoalkanoic acids (I, R = H, Me; n = 0-2) give 蠅-phthalimidoalkyl radicals on Ag ion-mediated oxidation with dioxopersulfate. The radicals thus formed add to electron-deficient olefins such as crotononitrile and Me crotonate to afford 蠅-phthalimidoalkanenitrile (II, R¹ = CN) and 蠅-phthalimidoalkanoate (II, R¹ = CO₂Me). In the experiment, the researchers used many compounds, for example, 4-(1,3-Dioxoisoindolin-2-yl)butanoic acid (cas: 3130-75-4HPLC of Formula: 3130-75-4).

4-(1,3-Dioxoisoindolin-2-yl)butanoic acid (cas: 3130-75-4) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.HPLC of Formula: 3130-75-4

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

蠅-Phthalimidoalkyl Aryl Ureas as Potent and Selective Inhibitors of Cholesterol Esterase was written by Dato, Florian M.;Sheikh, Miriam;Uhl, Rocky Z.;Schueller, Alexandra W.;Steinkrueger, Michaela;Koch, Peter;Neudoerfl, Joerg-Martin;Guetschow, Michael;Goldfuss, Bernd;Pietsch, Markus. And the article was included in ChemMedChem in 2018.Product Details of 3130-75-4 This article mentions the following:

Cholesterol esterase (CEase), a serine hydrolase thought to be involved in atherogenesis and thus coronary heart disease, is considered as a target for inhibitor development. We investigated recombinant human and murine CEases with a new fluorometric assay in a structure-activity relationship study of a small library of 蠅-phthalimidoalkyl aryl ureas. The urea motif with an attached 3,5-bis(trifluoromethyl)phenyl group and the aromatic character of the 蠅-phthalimide residue were most important for inhibitory activity. In addition, an alkyl chain composed of three or four methylene groups, connecting the urea and phthalimide moieties, was found to be an optimal spacer for inhibitors. The so-optimized compounds 2 [1-(3,5-bis(trifluoromethyl)phenyl)-3-(3-(1,3-dioxoisoindolin-2-yl)propyl)urea] and 21 [1-(3,5-bis(trifluoromethyl)phenyl)-3-(4-(1,3-dioxoisoindolin-2-yl)butyl)urea] exhibited dissociation constants (K_i) of 1-19 渭M on the two CEases and showed either a competitive (2 on the human enzyme and 21 on the murine enzyme) or a noncompetitive mode of inhibition. Two related human serine hydrolases – monoacylglycerol lipase (MAGL)and fatty acid amide hydrolase (FAAH) – were inhibited by 蠅-phthalimidoalkyl aryl ureas to a lesser extent. In the experiment, the researchers used many compounds, for example, 4-(1,3-Dioxoisoindolin-2-yl)butanoic acid (cas: 3130-75-4Product Details of 3130-75-4).

4-(1,3-Dioxoisoindolin-2-yl)butanoic acid (cas: 3130-75-4) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Product Details of 3130-75-4

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

New glycidyl ester compounds containing a preformed imide ring – I was written by Serra, A.;Cadiz, V.;Mantecon, A.;Martinez, P. A.. And the article was included in Tetrahedron in 1985.SDS of cas: 3130-75-4 This article mentions the following:

Glycidyl esters I and II [R = glycidyl; X = CH₂, (CH₂)₃, (CH₂)₅, 1,3-phenylene, 1,4-phenylene] were prepared by condensation of I and II (R = H) with a large excess of epichlorohydrin. The structure of glycidyl esters was determined by elementary anal., IR and ¹H and ¹³C NMR spectra. The phys. properties were also defined. In the experiment, the researchers used many compounds, for example, 4-(1,3-Dioxoisoindolin-2-yl)butanoic acid (cas: 3130-75-4SDS of cas: 3130-75-4).

4-(1,3-Dioxoisoindolin-2-yl)butanoic acid (cas: 3130-75-4) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.SDS of cas: 3130-75-4

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

Oxidative C-O Cross-Coupling of 1,3-Dicarbonyl Compounds and Their Heteroanalogues with N-Substituted Hydroxamic Acids and N-Hydroxyimides was written by Terent’ev, Alexander O.;Krylov, Igor B.;Timofeev, Vladimir P.;Starikova, Zoya A.;Merkulova, Valentina M.;Ilovaisky, Alexey I.;Nikishin, Gennady I.. And the article was included in Advanced Synthesis & Catalysis in 2013.Application of 1538551-54-0 This article mentions the following:

The oxidative C-O cross-coupling of 1,3-dicarbonyl compounds and their heteroanalogs (2-substituted malononitriles and cyanoacetic esters) with N-substituted hydroxamic acids and N-hydroxyimides was realized. The best results were obtained with the use of manganese(III) acetate [Mn(OAc)₃] or the cobalt(II) acetate catalyst [Co(OAc)₂]/potassium permanganate [KMnO₄] system as the oxidant. E.g., in presence of [Co(OAc)₂]/potassium permanganate, cross-coupling of BuCH(COMe)₂ and N-hydroxyphthalimide gave 77% I. The synthesis can be scaled up to gram quantities of coupling products; yields are 30-94%. The reaction proceeds via a radical mechanism through the formation of nitroxyl radicals from N-substituted hydroxamic acids and N-hydroxyimides. In the experiment, the researchers used many compounds, for example, 1,3-Dioxoisoindolin-2-yl butyrate (cas: 1538551-54-0Application of 1538551-54-0).

1,3-Dioxoisoindolin-2-yl butyrate (cas: 1538551-54-0) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Application of 1538551-54-0

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

Ring opening of (1,3-dioxo-1,3-dihydroisoindol-2-yl)amides with amines was written by Usifoh, C. O.;Okunrobo, L. O.;Sanni, S. B.;Oziegbe, F. E.;Ediagbonya, T.. And the article was included in Journal of Chemical Society of Nigeria in 2007.Application of 3130-75-4 This article mentions the following:

The reaction of phthalic anhydride with β-alanine and γ-aminobutyric acid gave the corresponding N-phthaloyl amino acids, which were treated with thionyl chloride to give the acid chlorides I (n = 2, 3). The acid chlorides I were converted to the corresponding N,N-phthaloyl amino acid amides using isopropylamine and benzylamine. Subsequent ring opening of the amides with isopropylamine and benzylamine afforded the corresponding carboxamides II (R = iPr, Bn) in high yield. In the experiment, the researchers used many compounds, for example, 4-(1,3-Dioxoisoindolin-2-yl)butanoic acid (cas: 3130-75-4Application of 3130-75-4).

4-(1,3-Dioxoisoindolin-2-yl)butanoic acid (cas: 3130-75-4) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Application of 3130-75-4

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

Photochemistry of MTM- and MTE-esters of ω-phthalimido carboxylic acids: Macrocyclization versus deprotection was written by Griesbeck, Axel G.;Oelgemoller, Michael;Lex, Johann. And the article was included in Journal of Organic Chemistry in 2000.Computed Properties of C12H11NO4 This article mentions the following:

The photolysis of linear methylthiomethyl (MTM) esters of ω-phthalimido carboxylic acids, Pht-(CH₂)_n-CO₂CH₂SCH₃ (I; Pht = phthalimido; n = 1, 2, 3, 5, 10), of methylthioethyl (MTE) esters Pht-(CH₂)_n-CO₂CH₂CH₂SCH₃ (II; Pht = phthalimido; n = 1, 3), and of two methyl-substituted esters Pht-CHMeCH₂CO₂CH₂SMe (III) and (S)-Pht-CHMeCO₂CH₂CH₂SMe (IV) resulted in photocyclization to give medium-sized and macrocyclic rings and in photochem. deprotection to give the free carboxylic acids. Photocyclization of I (n = 2, 3) gave the macrocyclic lactones V (n = 2, 3) in excellent yields whereas the substrates I (n = 1, 5, 10) with shorter as well as longer spacer groups gave preferentially deprotected carboxylic acid products. Subsequent photolysis of I (n = 1) gave N-methylphthalimide. Photolysis of the MTE esters II gave the macrocyclic lactones VI and VII. Thus, competition between cyclization and deprotection strongly depended on the chain length of the hydrocarbon linker between phthalimido chromophore and ester group. To examine the influence of the position of the ester group in the linker chain the model substrates III and IV with identical number of atoms separating electron donor and acceptor group were investigated. The more flexible MTE derivative IV cyclized to give a 4:1 diastereoisomeric mixture of 11(S)-cis/trans-indenooxathiaazacyclononanones VIII, whereas photolysis of the more reluctant MTM ester III gave cis-indenooxathiaazacyclononanone IX only after prolonged irradiation Thus, the methylthiomethyl group can function as a photolabile protecting group whereas the methylthioethyl group cannot be removed photochem. The distance dependence of the secondary reaction steps indicates that the primary electron transfer is not necessarily induced starting from close contact geometries. In the experiment, the researchers used many compounds, for example, 4-(1,3-Dioxoisoindolin-2-yl)butanoic acid (cas: 3130-75-4Computed Properties of C12H11NO4).

4-(1,3-Dioxoisoindolin-2-yl)butanoic acid (cas: 3130-75-4) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Computed Properties of C12H11NO4

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

Efficient synthesis and resolution of pyrrolizidines was written by de Figueiredo, Renata Marcia;Froehlich, Roland;Christmann, Mathias. And the article was included in Angewandte Chemie, International Edition in 2007.Name: 4-(1,3-Dioxoisoindolin-2-yl)butanoic acid This article mentions the following:

In only two steps the com. available maleimide I is converted into the key pyrrolizidine carboxylic acid unit II of the telomerase inhibitor UCS1025A. A kinetic resolution through an enantioselective oxa-Michael lactonization and trituration of the resulting scalemic mixture allow for a virtually quant. separation of a racemate into the enantiomers. In the experiment, the researchers used many compounds, for example, 4-(1,3-Dioxoisoindolin-2-yl)butanoic acid (cas: 3130-75-4Name: 4-(1,3-Dioxoisoindolin-2-yl)butanoic acid).

4-(1,3-Dioxoisoindolin-2-yl)butanoic acid (cas: 3130-75-4) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Name: 4-(1,3-Dioxoisoindolin-2-yl)butanoic acid

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

Enantioselective Radical Carbocyanation of 1,3-Dienes via Photocatalytic Generation of Allylcopper Complexes was written by Lu, Fu-Dong;Lu, Liang-Qiu;He, Gui-Feng;Bai, Jun-Chuan;Xiao, Wen-Jing. And the article was included in Journal of the American Chemical Society in 2021.SDS of cas: 1538551-54-0 This article mentions the following:

1,3-Dienes are readily available feedstocks that are widely used in the laboratory and industry. However, the potential of converting 1,3-dienes into value-added products, especially chiral products, has not yet been fully exploited. By synergetic photoredox/copper catalysis, we achieve the first visible-light-induced, enantioselective carbocyanation of 1,3-dienes by using carboxylic acid derivatives and trimethylsilyl cyanide. Under mild and neutral conditions, a diverse range of chiral allyl cyanides are produced in generally good efficiency and with high enantioselectivity from bench-stable and user-safe chems. Moreover, preliminary results also confirm that this success can be expanded to 1,3-enynes and the four-component carbonylative carbocyanation of 1,3-dienes and 1,3-enynes. In the experiment, the researchers used many compounds, for example, 1,3-Dioxoisoindolin-2-yl butyrate (cas: 1538551-54-0SDS of cas: 1538551-54-0).

1,3-Dioxoisoindolin-2-yl butyrate (cas: 1538551-54-0) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.SDS of cas: 1538551-54-0

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

Photo electron transfer induced macrocyclization of N-phthaloyl-ω-aminocarboxylic acids was written by Griesbeck, Axel G.;Henz, Andreas;Peters, Karl;Peters, Eva-Maria;von Schnering, Hans Georg. And the article was included in Angewandte Chemie, International Edition in English in 1995.Reference of 3130-75-4 This article mentions the following:

Macrocycles such as azacyclotridecane I (n = 9) can be prepared by irradiating phthaloyl aminocarboxylic acids such as 12-aminododecanoic acid derivative II in acetone/K₂CO₃/H₂O. In the experiment, the researchers used many compounds, for example, 4-(1,3-Dioxoisoindolin-2-yl)butanoic acid (cas: 3130-75-4Reference of 3130-75-4).

4-(1,3-Dioxoisoindolin-2-yl)butanoic acid (cas: 3130-75-4) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Reference of 3130-75-4

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