93779-31-8

Usage

Chemical Properties

white to light yellow crystal powde

InChI:InChI=1/C15H19NO2.ClH/c17-15(18-10-11-5-2-1-3-6-11)14-9-12-7-4-8-13(12)16-14;/h1-3,5-6,12-14,16H,4,7-10H2;1H/t12-,13-,14?;/m0./s1

Upstream product

• 135214-79-8 S,S,S-2-azabicyclo[3,3,0]-octane-3-carboxylic acid benzyl ester L-mandelic acid salt 
• 87269-87-2 benzyl (2S,3AS,6AS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride 
• 93779-31-8 benzyl (1R^*,3R^*,5R^*)-2-azabicyclo<3.3.0>octane-3-carboxylate 
• 87679-21-8 2-azabicyclo-[3.3.0]-octane-3-carboxylic acid 
• 100-51-6 benzyl alcohol 

Downstream Products

• 87269-87-2 benzyl (2S,3AS,6AS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride 
• 124002-38-6 (2S,3aS,6aS)-2-benzyl 1-tert-butyl hexahydrocyclopenta[b]pyrrole-1,2(2H)-dicarboxylate 
• 87269-88-3 2--L-alanyl>-(1S,3S,5S)-2-azabicyclo<3.3.0>octane-3-carboxylic acid benzylester 
• 129101-19-5 (all-R)-2-Azabicyclo[3.3.0]octan-3-oic acid benzyl ester p-toluenesulfonate 
• 437655-81-7 (RRRSS)-benzyl N-(2-S-carbethoxy-3-phenyl-propyl)-S-alanyl-cis,endo-2-azabicyclo[3.3.0]octane-3-R-carboxylate 
• 124002-32-0 (2S,3aS,6aS)-1-[(tert-butoxy)carbonyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid 
• 87333-19-5 Ramipril 
• 1046767-57-0 1-(9H-fluoren-9-yl)methyl 2-benzyl (2S,3aS,6aS)-hexahydro-cyclopenta[b]pyrrole-1,2(2H)-dicarboxylate 
• 149-30-4 2-Mercaptobenzothiazole 
• 128495-91-0 (1S,3S,5S)-3-(hydroxymethyl)-2-azabicyclo-<3.3.0>-octane 
• 109428-53-7 (2S,3aS,6aS)-1-(tert-butoxycarbonyl)octahydrocyclopenta[b]pyrrole-2-carboxylic acid 
• 105260-16-0 benzyl (1S,3S,5S)-2--L-alanyl>-2-azabicyclo<3.3.0>octane-3-carboxylate 

Relevant academic research and scientific papers

IMPROVED RAMIPRIL SYNTHESIS

The present invention relates to the preparation of ramipril (formula [1]) from unprotected (2S,3S,6S)-octahydrocyclopenta[b]pyrrole-2-carboxylic acid and to a method for preparing unprotected (2S,3S,6S)-octahydrocyclopenta[b]pyrrole-2- carboxylic acid.

Expeditious synthesis of ramipril: An angiotensin converting enzyme (ACE) inhibitor

We document an efficient and cost-effective synthesis of ramipril 1 utilizing (i) an environmentally benign process for the esterification of racemic 2-aza-bicyclo-[3.3.0]-octane-3-carboxylic acid hydrochloride 2 using boric acid as a catalyst and (ii) a robust resolution process for the synthesis of 3a by means of inexpensive and recyclable L-(+)-mandelic acid as key steps. Copyright Taylor & Francis Group, LLC.

PREPARATION OF RAMIPRIL AND STABLE PHARMACEUTICAL COMPOSITIONS

A process for preparing ramipril, and stable pharmaceutical compositions containing ramipril.

A METHOD OF PREPARATION OF RAMIPRIL

A method of preparation of ramipril of formula (I), during which the benzyl ester hydrochloride of formula (III) is converted to the benzyl ester of formula (II), which in turn affords, by reaction with the carboxyanhydride of formula (V), the benzyl ester of ramipril of formula (IV), which is subsequently converted to ramipril of formula (I).