110592-39-7

Basic information

• Product Name: 1H-Indole-2-carboxylic acid, 1-acetyl-2,3-dihydro-, Methyl ester, (2S)-
• Synonyms: 1H-Indole-2-carboxylic acid, 1-acetyl-2,3-dihydro-, Methyl ester, (2S)-;(S)-methyl 1-acetylindoline-2-carboxylate
• CAS NO: 110592-39-7
• Molecular Formula: C₁₂H₁₃NO₃
• Molecular Weight: 219.23652
• Mol File: 110592-39-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 403.7±38.0 °C(Predicted)
• Appearance: /
• Density: 1.228±0.06 g/cm3(Predicted)
• PKA: -0.96±0.40(Predicted)
• CAS DataBase Reference: 1H-Indole-2-carboxylic acid, 1-acetyl-2,3-dihydro-, Methyl ester, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-2-carboxylic acid, 1-acetyl-2,3-dihydro-, Methyl ester, (2S)-(110592-39-7)
• EPA Substance Registry System: 1H-Indole-2-carboxylic acid, 1-acetyl-2,3-dihydro-, Methyl ester, (2S)-(110592-39-7)

Safety Data

• Hazardous Substances Data: 110592-39-7(Hazardous Substances Data)

Usage

Stereochemistry

(2S)-
The compound has a specific three-dimensional arrangement of its atoms, with the methyl group attached to the second carbon of the indole ring in the S (sec) configuration.

Potential applications

pharmaceutical and chemical industries
Due to its indole derivative nature, it possesses a wide range of biological activities, such as antifungal and antiviral properties, making it a potential candidate for drug development.
6. Valuable building block for synthesis
The specific stereochemistry of the compound makes it a useful intermediate for the synthesis of other chiral compounds, which are important in various fields, including pharmaceuticals and materials science.

Upstream product

• 16939-57-4 (E)-buta-1,3-dienylbenzene 
• 141410-06-2 (S)-indoline-2-carboxylic acid methyl ester 
• 75-36-5 acetyl chloride 
• 82950-72-9 1-acetyl-2,3-indoline-2-carboxylic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 108-24-7 acetic anhydride 
• 583-55-1 1-Bromo-2-iodobenzene 
• 35356-70-8 Methyl 2-acetamidoacrylate 
• 96056-64-3 (S)-indoline 2-carboxylic acid methyl ester hydrochloride 
• 79815-20-6 (S)-indoline-2-carboxylic acid 
• 16851-56-2 indolin-2-yl carboxylic acid 
• 297765-13-0 methyl 1-acetyl-1H-indole-2-carboxylate 
• 194724-02-2 (S)-methyl 2-acetamido-3-(2-bromophenyl)propanoate 
• 110659-07-9 N-acetyl-indoline-2-carboxylic acid methyl ester 

Downstream Products

• 79815-20-6 (S)-indoline-2-carboxylic acid 
• 80875-98-5 (2S,3aS,7aS)-perhydroindole-2-carboxylic acid 
• 82834-16-0 Perindopril 
• 107133-36-8 perindopril tert-butylamine 

Relevant articles and documents

Palladium-Catalyzed Enantioselective Heteroannulation of 1,3-Dienes by Functionally Substituted Aryl Iodides

The first enantioselective heteroannulation of 1,3-dienes by 2-iodoanilines and 2-iodobenzylic alcohols is described. The application of a BINOL-derived phosphoramidite ligand bearing electron-withdrawing substituents is the key to obtaining high enantios

Catalytic asymmetric hydrogenation of heteroaromatic compounds, indoles [12]

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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.