122454-52-8

Basic information

• Product Name: (2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)butyl]aMino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic Acid Benzyl Ester
• Synonyms: (2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)butyl]aMino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic Acid Benzyl Ester;Perindopril Benzyl Ester;PERINDOPRIL BENZYL SALICYLATE;benzyl (2S,3aS)-1-[(2R)-2-(1-ethoxycarbonylbutylamino)propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylate
• CAS NO: 122454-52-8
• Molecular Formula: C₂₆H₃₈N₂O₅
• Molecular Weight: 458.59032
• EINECS: 1312995-182-4
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 122454-52-8.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 582.399°C at 760 mmHg
• Flash Point: 306.024°C
• Appearance: /
• Density: 1.128g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.53
• Solubility: Dichloromethane, Ether, Ethyl Acetate, Methanol
• CAS DataBase Reference: (2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)butyl]aMino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic Acid Benzyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)butyl]aMino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic Acid Benzyl Ester(122454-52-8)
• EPA Substance Registry System: (2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)butyl]aMino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic Acid Benzyl Ester(122454-52-8)

Safety Data

• Hazardous Substances Data: 122454-52-8(Hazardous Substances Data)

Usage

Chemical Properties

Light Yellow Solid

Uses

Perindopril (P287500) derivative.

InChI:InChI=1/C26H38N2O5/c1-4-11-21(25(30)32-5-2)27-18(3)24(29)28-22-15-10-9-14-20(22)16-23(28)26(31)33-17-19-12-7-6-8-13-19/h6-8,12-13,18,20-23,27H,4-5,9-11,14-17H2,1-3H3/t18-,20+,21?,22?,23+/m1/s1

Upstream product

• 83508-14-9 benzyl (S)-(S)-(S)-perhydroindole-2-carboxylate 
• 748154-69-0 N-[1-(S)-ethoxycarbonyl-1-butyl]-(S)-alanyl chloride 
• 82834-12-6 N-<1(S)-(ethoxycarbonyl)butyl>-L-alanine 
• 94062-52-9 (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid phenylmethyl ester 4-methylbenzenesulfonate 
• 121-44-8 triethylamine 
• 827622-31-1 N-[1(S)-ethoxycarbonylbutyl]-(S)-alanine-2'-benzothiazolylthio ester 
• 945033-04-5 N-[1-(S)-ethoxycarbonyl-1-butyl]-(S)-alanine-DMT complex 
• 631914-56-2 benzyl (2S)-1-{(2S)-2-aminopropionyl}-2,3,4,5,6,7-hexahydro-1H-indole-2-carboxylate 
• 50461-74-0 ethyl 2-oxovalerate 
• 39256-85-4 ethyl 2-amino-L-butyrate 

Downstream Products

• 82834-16-0 Perindopril 

Relevant articles and documents

AN IMPROVED PROCESS FOR PREPARATION OF PERINDOPRIL INTERMEDIATE

The present invention relates to an improved process for the preparation of (2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)butyl]amino]-1-oxopropyl]octahydro-lH-indole-2-carboxylic acid benzyl ester( the compound of formula II) comprising reacting (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid phenylmethyl ester 4-methylbenzenesulfonate (the compound of formula III) with N-[(S)-ethoxycarbonyl-1-butyl]-(S)-alanine (the compound of formula IV), using 1-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) and triethylamine in the presence of toluene as a solvent at a temperature of 5°C to 40°C.

PROCESS FOR THE PREPARATION OF N-[1-(S)-ETHOXYCARBONYL-1-BUTYL]-(S)-ALANINE-DMT COMPLEX AND ITS USE IN THE PREPARATION OF PERINDOPRIL

A compound N-[l-(S)-ethoxycarbonyl-l-butyl]-(S)-alanine-DMT complex of Formula (II) is provided. Also provided is a process for the preparation of N-[l-(S)-ethoxycarbonyl-l-butyl]-(S)- alanine-DMT complex and its use in preparing perindopril or a pharmaceutically acceptable salt thereof.

Process for the synthesis of perindopril and pharmaceutically acceptable salts thereof.

Process for the industrial synthesis of perindopril of formula (I): and pharmaceutically acceptable salts thereof.