145641-35-6

Basic information

• Product Name: Benzyl (2S,3aR,7aS)-octahydroindole-2-carboxylate hydrochloride
• Synonyms: Benzyl (2beta,3alphar,7alphas)-Octahydro-Indole-2-Carboxylate Hydrochloride;Benzyl(2beta,3alphar,7alphas)octahydrindole-2-carboxylatehydrochloride;(2S,3aR,7aS)-Octahydro-1H-indole-2-carboxylic acid phenylmethyl ester hydrochloride;Benzyl (2S,3aR,7aS)-octahydroindole-2-carboxylate hydrochloride;phenylMethyl-(2S,3aR,7aS)-octahydroindole-2-carboxylate hydrochloride;(2S,3aR,7aS)-benzyl octahydro-1H-indole-2-carboxylate hydrochloride
• CAS NO: 145641-35-6
• Molecular Formula: C₁₆H₂₁NO₂*ClH
• Molecular Weight: 295.8
• EINECS: 1312995-182-4
• Mol File: 145641-35-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 376.3 °C at 760 mmHg
• Flash Point: 181.4 °C
• Appearance: /
• Vapor Pressure: 7.32E-06mmHg at 25°C
• CAS DataBase Reference: Benzyl (2S,3aR,7aS)-octahydroindole-2-carboxylate hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Benzyl (2S,3aR,7aS)-octahydroindole-2-carboxylate hydrochloride(145641-35-6)
• EPA Substance Registry System: Benzyl (2S,3aR,7aS)-octahydroindole-2-carboxylate hydrochloride(145641-35-6)

Safety Data

• Hazardous Substances Data: 145641-35-6(Hazardous Substances Data)

Usage

Uses

(2S,3aR,7aS)-Octahydro-1H-indole-2-carboxylic Acid Phenylmethyl Ester Hydrochloride is an impurity of Trandolapril (T713500) which is an antihypertensive and angiotensin converting enzyme (ACE) inhibitor.

InChI:InChI=1/C16H21NO2.ClH/c18-16(19-11-12-6-2-1-3-7-12)15-10-13-8-4-5-9-14(13)17-15;/h1-3,6-7,13-15,17H,4-5,8-11H2;1H/t13-,14+,15+;/m1./s1

Upstream product

• 82717-97-3 octahydroindole-2-carboxylic acid benzyl ester hydrochloride 
• 1346773-51-0 (1S,2S)-ethyl 2-((S)-1-phenylethylamino)cyclohexanecarboxylate hydrochloride 
• 1346773-51-0 (1R,2S)-ethyl 2-((S)-1-phenylethylamino)cyclohexanecarboxylate hydrochloride 
• 191986-93-3 (1R,2S)-ethyl 2-((S)-1-phenylethylamino)cyclohexanecarboxylate 
• 191986-95-5 (1S,2S)-ethyl 2-((S)-1-phenylethylamino)cyclohexanecarboxylate 
• 1260890-99-0 (2S,3aR,7aS)-ethyl octahydro-1H-indole-2-carboxylate 
• 1260890-69-4 (2S,3aR,7aS)-ethyl 1-((S)-1-phenylethyl)octahydro-1H-indole-2-carboxylate 
• 1260890-68-3 ethyl 2-(((1S,2S)-2-((methylsulfonyloxy)methyl)cyclohexyl)((S)-1-phenylethyl)amino)acetate 
• 1260890-64-9 ethyl 2-(((1S,2S)-2-(hydroxymethyl)cyclohexyl)((S)-1-phenylethyl)amino)acetate 
• 1260890-62-7 (1S,2S)-2-[(S)-1-phenylethylamino]cyclohexylmethanol 
• 53898-03-6 2-(S-1-phenylethylamino)-cyclohex-1-enecarboxylic acid ethyl ester 
• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 
• 144540-75-0 (2S,3aR,7aS)-octahydro-1H-indole-2-carboxylic acid hydrochloride 
• 100-51-6 benzyl alcohol 

Downstream Products

• 98677-37-3 trandolapril benzyl ester 
• 87679-37-6 trandolapril 

Relevant articles and documents

PROCESSES FOR THE SYNTHESIS OF (2S, 3AR, 7AS)-OCTAHYDRO-1H-INDOLE CARBOXYLIC ACID AS AN INTERMEDIATE FOR TRANDOLAPRIL

Processes for the preparation of (2S, 3aR, 7aS) -octahydro-1H-indole-20carboxylic acid hydrochloride starting from (1S, 2S) -2- [ (S) -1- phenylethyl amino] cyclohexyl) methanol are described.

Process for the synthesis of ?2S, 3aR, 7aS|-octahydroindole-2-carboxylic acid and its conversion to trandolapril

The present invention describes a novel method for the synthesis of (2S,3aR,7aS)-octahydroindole-2-carboxylic acid of formula III using a new intermediate of formula II and conversion of the product of formula-III to trandolapril of formula I