CAS: 82923-75-9; 1-Acetylindoline-2-Carboxylic Acid

该化合物是一种有机化合物,其特点是其单极结构,这是一种双环化合物,由一根苯环组成,与一个发烧环结合,该物质具有乙基基和碳本酸功能组,有助于其活性及在有机合成和药用化学中的潜在应用;二氢结构的存在表明,它有两种氢原子添加到异极结构中,可影响其化学特性和生物活动;通常,这种化合物可能表现出各种生物活动,包括抗微生物或抗炎特性,使其对药物研究感兴趣;其溶性与稳定性可视其使用的pH和溶剂不同而不同,这对其在不同的化学环境中的应用至关重要.

结构式图片

上下游产品

N-acetyl-indole-2-carboxylic acid Indole-2-carboxylic acid 2-carbethoxyindole 1-methyl-2-nitrobenzene 1-acetyl-2,3-indoline-2-carboxylic acid 1-acetyl-2,3-indoline-2-carboxylic acid 1-Acetyl-2,3-dihydro-1H-indole-2-carboxylic acid 1-Acetyl-2,3-dihydro-1H-indole-2-carboxylic acid

合成工艺路线路线简述

    📜吲哚-2-羧酸乙酯置于platinum(Iv) Oxide Sodium Hydroxide,氢气体系中,用 乙醇 作为反应溶剂,化学反应 17.0H,反应生成 1-乙酰基-2,3-二氢-1H-吲哚-2-羧酸
    参考文献:Pierini,Adriana B.; Cardozo,Mario G.; Montiel,Aida A.,Journal Of Heterocyclic Chemistry,1989,Vol. 26,P. 1003-1008
    标题:Pierini,Adriana B.; Cardozo,Mario G.; Montiel,Aida A.,Journal Of Heterocyclic Chemistry,1989,Vol. 26,P. 1003-1008

    海关参考信息

    专利信息


    专利号:WO-2024224414-A1
    优先权日:2023-04-25
    标题:Process for preparation of (2s, 3as,7as)-octahydro-1h-indole-2-carboxylic acid
    发明人:DESAI PARIMAL HASMUKHLAL; SALVI NARENDRA JAGANNATH; PATRAVALE BHARATKUMAR SURENDRA; KULKARNI MAHESH RAMRAO
    权利人:AARTI PHARMALABS LTD
    摘要:The present invention relates to a process for preparation of compound of formula (A). The process for stereo-specific synthesis of (2S,3aS,7aS)-Octahydro-1H-indole-2-carboxylic acid of formula (A) includes hydrogenation of compound of formula (I) in the aqueous medium in presence of a metal catalyst and an alkali to form compound of formula (A). Further, the present invention also includes the process of synthesis of compound of formula (I) by resolving indoline-2-carboxylic acid of formula (II). The process of the present invention provides higher chiral purity and higher yield of compound of formula (A) without substantial amounts of undesired by-products. The process of the present invention is cost effective due to recyclability and reuse of catalyst and resolving agent (R)-(+)-α-methylbenzylamine with higher efficiency.

    专利号:US-4727183-A
    优先权日:1983-12-23
    标题:Process for the asymmetric synthesis of chiral α-hydroxy-2-nitrobenzenepropanoic acid
    发明人:BUZBY JR GEORGE C; WINKLEY MICHAEL W; MCCAULLY RONALD J
    权利人:AMERICAN HOME PROD
    摘要:Disclosed herein is a process for producing an asymmetric indoline-2-carboxylic acid of the structural Formula: ##STR1## wherein X is hydrogen, bromine, chlorine, C 1-4 alkyl or C 1-4 alkoxy, which comprises: n (a) assymetrically reducing an o-nitrophenylpyruvic acid III by contacting the acid III with a reducing complex formed from (R)-proline or (S)-proline, respectively, and sodium borohydride in an inert solvent to form, respectively, an (S) or (R)-α-hydroxy-2-nitrobenzenepropanoic acid IV; n (b) reacting, respectively, said (S) or (R)-α-hydroxy-2-nitrobenzenepropanoic acid III with a Vilsmeier chlorinating reagent in which the chlorinating agent thereof is selected from a group consisting of thionyl chloride, oxalyl chloride, phosphorus oxychloride, phosphorus pentachloride and sulfuryl chloride and the amide thereof is selected from a group consisting of dimethylformamide, diethylformamide, dimethylacetamide and diethylacetamide, said reaction being run at temperatures of at least 20° C., in order to obtain, respectively, and (R) or (S)-α-chloro-2-nitrobenzenepropanoic acid IV; n (c) reducing the nitro group of said (R) or (S)-α-chloro-2-nitrobenzenepropanoic acid (V) to an amino group; and n (d) cyclizing the resulting (R) or (S)-α-chloro-2-aminobenzenepropanoic acid in aqueous base.

    专利号:US-4644081-A
    优先权日:1985-02-11
    标题:Process for the asymmetric synthesis of chiral indoline-2-carboxylic acids
    发明人:BUZBY JR GEORGE C; WINKLEY MICHAEL W; MCCAULLY RONALD J
    权利人:AMERICAN HOME PROD
    摘要:Disclosed herein is a process for producing an asymmetric indoline-2-carboxylic acid of the structural Formula: ##STR1## wherein X is hydrogen, bromine, chlorine, C 1-4 alkyl or C 1-4 alkoxy, which comprises: n (a) assymetrically reducing an o-nitrophenylpyruvic acid III by contacting the acid III with a reducing complex formed from (R)-proline or (S)-proline, respectively, and sodium borohydride in an inert solvent to form, respectively, an (S) or (R)-α-hydroxy-2-nitrobenzenepropanoic acid IV; n (b) reacting, respectively, said (S) or (R)-α-hydroxy-2-nitrobenzenepropanoic acid III with a Vilsmeier chlorinating reagent in which the chlorinating agent thereof is selected from a group consisting of thionyl chloride, oxalyl chloride, phosphorus oxychloride, phosphorus pentachloride and sulfuryl chloride and the amide thereof is selected from a group consisting of dimethylformamide, diethylformamide, dimethylacetamide and diethylacetamide, said reaction being run at temperatures of at least 20° C., in order to obtain, respectively, and (R) or (S)-α-chloro-2-nitrobenzenepropanoic acid IV; n (c) reducing the nitro group of said (R) or (S)-α-chloro-2-nitrobenzenepropanoic acid (V) to an amino group; and n (d) cyclizing the resulting (R) or (S)-α-chloro-2-aminobenzenepropanoic acid in aqueous base.

    专利号:US-4614806-A
    优先权日:1983-12-23
    标 题 :Process for the asymmetric synthesis of chiral indoline-2-carboxylic acids
    发明人:BUZBY JR GEORGE C; WINKLEY MICHAEL W; MCCAULLY RONALD J
    权利人:AMERICAN HOME PROD
    摘要:Disclosed herein is a process for producing an asymmetric indoline-2-carboxylic acid of the structural Formula: ##STR1## wherein X is hydrogen, bromine, chlorine, C 1-4 alkyl or C 1-4 alkoxy, which comprises: n (a) assymetrically reducing an o-nitrophenylpyruvic acid III by contacting the acid III with a reducing complex formed from (R)-proline or (S)-proline, respectively, and sodium borohydride in an inert solvent to form, respectively, an (S) or (R)-α-hydroxy-2-nitrobenzenepropanoic acid IV; n (b) reacting, respectively, said (S) or (R)-α-hydroxy-2-nitrobenzenepropanoic acid III with a Vilsmeier chlorinating reagent in which the chlorinating agent thereof is selected from a group consisting of thionyl chloride, oxalyl chloride, phosphorus oxychloride, phosphorus pentachloride and sulfuryl chloride and the amide thereof is selected from a group consisting of dimethylformamide, diethylformamide, dimethylacetamide and diethylacetamide, said reaction being run at temperatures of at least 20° C., in order to obtain, respectively, and (R) or (S)-α-chloro-2-nitrobenzenepropanoic acid IV; n (c) reducing the nitro group of said (R) or (S)-α-chloro-2-nitrobenzenepropanoic acid (V) to an amino group; and n (d) cyclizing the resulting (R) or (S)-α-chloro-2-aminobenzenepropanoic acid in aqueous base.

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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    合成参考文献


    参考文献:10.1007/bf02921767
    摘要:Dordick JS. Selective biotransformations. Patents and literature. Appl Biochem Biotechnol. 1989 Dec;22(3):361–73. doi: 10.1007/bf02921767.
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