82717-91-7

Basic information

• Product Name: 1H-Indole-2-carboxylic acid, octahydro-, phenylMethyl ester, 4-Methylbenzenesulfonate (1:1)
• Synonyms: 1H-Indole-2-carboxylic acid, octahydro-, phenylMethyl ester, 4-Methylbenzenesulfonate (1:1);Benzyl octahydro-1H-indole-2-carboxylate 4-methylbenzenesulfonate
• CAS NO: 82717-91-7
• Molecular Formula: C23H29NO5S
• Molecular Weight: 431.54506
• Mol File: 82717-91-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Indole-2-carboxylic acid, octahydro-, phenylMethyl ester, 4-Methylbenzenesulfonate (1:1)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-2-carboxylic acid, octahydro-, phenylMethyl ester, 4-Methylbenzenesulfonate (1:1)(82717-91-7)
• EPA Substance Registry System: 1H-Indole-2-carboxylic acid, octahydro-, phenylMethyl ester, 4-Methylbenzenesulfonate (1:1)(82717-91-7)

Safety Data

• Hazardous Substances Data: 82717-91-7(Hazardous Substances Data)

Usage

Molecular weight

357.46 g/mol

Appearance

White to off-white powder

Uses

Commonly used in the pharmaceutical and chemical industries for various applications

Toxicity

Potential to be toxic if ingested or inhaled, should be handled with care in a controlled laboratory environment.

Upstream product

• 80875-98-5 (2S,3aS,7aS)-perhydroindole-2-carboxylic acid 
• 104-15-4 toluene-4-sulfonic acid 
• 100-51-6 benzyl alcohol 
• 79815-20-6 (S)-indoline-2-carboxylic acid 
• 80828-13-3 (+/-)-(2S,3aS,7aS)-octahydroindole-2-carboxylic acid 
• 16851-56-2 indolin-2-yl carboxylic acid 
• 881637-65-6 (3aR,7aS)-perhydroindole-2-carboxylic acid 

Relevant articles and documents

Process for the preparation of intermediates of perindopril

A process for the preparation of (2S, 3aS, 7aS)perhydroindole-2-carboxylic acid is provided comprising (a) esterifying a cis-perhydroindole-2-carboxylic acid with a first alcohol of the formula ROH and a suitable free acid to provide the acid salt (AS) of Formula V: (b) reacting the acid salt of Formula V with a first base to provide a compound of Formula VI: (c) treating the product of step (b) with an L-tartaric containing acid in a second alcohol of the formula ROH to precipitate a compound of Formula VII: (d) reacting the compound of Formula VII with a second base to provide a compound of Formula II (e) hydrolyzing the compound of Formula II to provide the (2S, 3aS, 7aS)perhydroindole-2-carboxylic acid.

Process for the preparation of intermediates of trandolapril and use thereof for the preparation of trandolapril

A process for the preparation of an intermediate of trandolapril, (2S,3aR,7aS)-perhydroindole-2-carboxylic acid of Formula II is provided. Also provided are processes for preparing trandolapril.

Configuration and preferential solid-state conformations of perindoprilat (S-9780). Comparison with the crystal structures of other ACE inhibitors and conclusions related to structure-activity relationships

The conformation of perindoprilat, an antihypertensive drug, is studied in the solid state by X-ray analysis. The resolution of its structure reveals important analogies between its observed conformation and that of several ACE inhibitors of the same family. This comparison points out a constant relative orientation of the functional groups, regardless of the molecular environment. This angular constancy appears to us as not being accidental and is a good argument for the spatial design of the ACE binding site. Although ACE is a carboxydipeptidase, the binding site may not contain two but one unique hydrophobic pocket receiving the C-terminal end of the inhibitors.