103476-80-8

Basic information

• Product Name: (2R)-1-ACETYL-2,3-DIHYDRO-1H-INDOLE-2-CARBOXYLIC ACID
• Synonyms: (2R)-1-ACETYL-2,3-DIHYDRO-1H-INDOLE-2-CARBOXYLIC ACID;(R)-1-ACETYLINDOLE-2-CARBOXYLIC ACID;(R)-1-ACETYLINDOLINE-2-CARBOXYLIC ACID;(R)-1-ACETYLINDOLIN-2-CARBOXYLIC ACID
• CAS NO: 103476-80-8
• Molecular Formula: C₁₁H₁₁NO₃
• Molecular Weight: 205.21
• Product Categories: pharmacetical
• Mol File: 103476-80-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 494.1°Cat760mmHg
• Flash Point: 252.6°C
• Appearance: /
• Density: 1.34g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.605
• PKA: 3.88±0.20(Predicted)
• CAS DataBase Reference: (2R)-1-ACETYL-2,3-DIHYDRO-1H-INDOLE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-1-ACETYL-2,3-DIHYDRO-1H-INDOLE-2-CARBOXYLIC ACID(103476-80-8)
• EPA Substance Registry System: (2R)-1-ACETYL-2,3-DIHYDRO-1H-INDOLE-2-CARBOXYLIC ACID(103476-80-8)

Safety Data

• Hazardous Substances Data: 103476-80-8(Hazardous Substances Data)

Usage

General Description

"(2R)-1-Acetyl-2,3-dihydro-1H-indole-2-carboxylic acid" is a chemical compound with a molecular formula of C12H13NO3. It is an indole derivative, and the (2R)- prefix indicates that it has a specific stereochemistry. (2R)-1-ACETYL-2,3-DIHYDRO-1H-INDOLE-2-CARBOXYLIC ACID is a carboxylic acid, which means it contains a carboxyl group (-COOH) and is therefore acidic in nature. The acetyl group in the molecule indicates that it contains a methyl group bound to a carbonyl center. (2R)-1-ACETYL-2,3-DIHYDRO-1H-INDOLE-2-CARBOXYLIC ACID may have potential uses in pharmaceuticals or as a synthetic intermediate in organic chemistry.

InChI:InChI=1/C11H11NO3/c1-7(13)12-9-5-3-2-4-8(9)6-10(12)11(14)15/h2-5,10H,6H2,1H3,(H,14,15)/t10-/m1/s1

Upstream product

• 82923-75-9 N-acetyl-(S)-2,3-dihydro-1H-indole-2-carboxylic acid 
• 110659-07-9 N-acetyl-indoline-2-carboxylic acid methyl ester 
• 1477-50-5 Indole-2-carboxylic acid 
• 10441-26-6 N-acetyl-indole-2-carboxylic acid 

Downstream Products

• 98167-06-7 (R)-(-)-2,3-Dihydro-1H-Indole-2-Carboxylic Acid 
• 79854-42-5 ethyl (R)-indoline-2-carboxylate hydrochloride 
• 82923-75-9 N-acetyl-(S)-2,3-dihydro-1H-indole-2-carboxylic acid 
• 82950-72-9 1-acetyl-2,3-indoline-2-carboxylic acid 

Relevant articles and documents

Asymmetric hydrogenation of 2-substituted N-protected-indoles catalyzed by rhodium complexes of BINOL-derived phosphoramidites

The rhodium-catalyzed asymmetric hydrogenation of 2-substituted N-protected-indoles using monodentate phosphoramidites as ligands was examined. Full conversion and 74% ee, were obtained with a catalyst based on PipPhos. The use of a catalytic amount of base is necessary for activity; best results were obtained with Cs2CO3.

Application of Microbes and Microbial Esterases to the Preparation of Optically Active N-Acetylindoline-2-Carboxylic Acid

Methylotrophic bacteria, isolated from soil samples or from sewage sludge, proved to be useful sources of esterases for catalyzing the enantioselective hydrolysis of racemic N-acetyl-indoline-2-carboxylic acid methyl ester (7) to the corresponding (2S) or (2R)-N-acetyl amino acid (6) with high optical yields.From the DMF-utilizer Pseudomonas DMF 5/8 and the methanol-utilizer Isolate EE 210, the corresponding esterases were isolated.Reactions with whole cells as well as with the purified enzymes are described.