87269-86-1

Usage

Uses

Used in Pharmaceutical Synthesis:
(E)-(-)-Octahydrocyclopenta[b]pyrrole-2-carboxylic acid hydrochloride is used as a key intermediate in the production of various drugs and pharmaceuticals, contributing to the development of new medications with improved efficacy and safety profiles.
Used in Organic Chemistry:
As a chiral building block, (E)-(-)-Octahydrocyclopenta[b]pyrrole-2-carboxylic acid hydrochloride is utilized in the synthesis of complex molecules with specific stereochemistry, which is essential for the creation of enantiomerically pure compounds with targeted biological activities.
Used in Pharmaceutical Research and Development:
(E)-(-)-Octahydrocyclopenta[b]pyrrole-2-carboxylic acid hydrochloride is employed as a valuable tool in pharmaceutical research and development due to its potential biological activity and therapeutic applications, aiding in the discovery and optimization of novel drug candidates.

InChI:InChI=1/C8H13NO2.ClH/c10-8(11)7-4-5-2-1-3-6(5)9-7;/h5-7,9H,1-4H2,(H,10,11);1H

Upstream product

• 97475-97-3 ethyl octahydrocyclopenta[b]pyrrole-2-carboxylate 
• 7148-07-4 1-pyrrolidinocyclopent-1-ene 
• 87269-85-0 (±)-methyl 2-(acetylamino)-3-(2-oxocyclopentyl)-propionate 
• 2611-03-2 2-chlorocyclopent-1-ene-1-carbaldehyde 
• 93661-93-9 2,3,3a,4,5,6-Hexahydro-cyclopenta[b]pyrrole-2-carboxylic acid; hydrochloride 
• 87269-87-2 benzyl (2S,3AS,6AS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride 
• 97475-96-2 ethyl 1-Benzyl-1,4,5,6-Tetrahydrocyclopenta[b]Pyrrole-2-Carboxylate 
• 87269-87-2 cis,endo-2-azabicyclo<3.3.0>octane-3-carboxylic acid benzylester hydrochloride 

Downstream Products

• 87269-87-2 (1RS,3RS,5RS)-2-Azabicyclo<3.3.0>octan-3-carbonsaeurebenzylester-hydrochlorid 
• 129939-63-5 ramipril 
• 87333-19-5 Ramipril 
• 124002-32-0 (2S,3aS,6aS)-1-[(tert-butoxy)carbonyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid 
• 109428-53-7 (2S,3aS,6aS)-1-(tert-butoxycarbonyl)octahydrocyclopenta[b]pyrrole-2-carboxylic acid 
• 87269-88-3 2--L-alanyl>-(1S,3S,5S)-2-azabicyclo<3.3.0>octane-3-carboxylic acid benzylester 
• 87269-87-2 benzyl (2S,3AS,6AS)-octahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride 
• 93779-32-9 (S)-2-Benzyloxycarbonylamino-3-phenyl-propionic acid; compound with (2S,3aS,6aS)-octahydro-cyclopenta[b]pyrrole-2-carboxylic acid benzyl ester 
• 87269-87-2 cis,endo-2-azabicyclo<3.3.0>octane-3-carboxylic acid benzylester hydrochloride 
• 130309-34-1 (2S,3aS,6aS)-1-{[(9H-Fluoren-9-yl)methoxy]carbonyl}octahydrocyclopenta[b]pyrrole-2-carboxylic acid 
• 133616-95-2 (1RS,5RS,3'R)-2-Carbamoyl-(3'-methylphenyl)-2-azabicyclo<3.3.0>octan 
• 133696-29-4 (1R,5R)-2-(1-Cyclohexen-1-yl)-2-azabicyclo<3.3.0>octan 

Relevant academic research and scientific papers

MASP INHIBITORY COMPOUNDS AND USES THEREOF

The present invention relates to novel Mannose-binding lectin (MBL)-associated serine protease (MASP) inhibitory compounds, as well as analogues and derivatives thereof, to processes for the preparation thereof, to the use thereof alone or in combinations for treatment and/or prevention of diseases and to the use thereof for production of medicaments for treatment and/or prevention of diseases, especially for treatment and/or prevention of renal and cardiovascular disorders and of ischemia reperfusion injuries.

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.

A PROCESS FOR PREPARATION OF RAMIPRIL

Disclosed herein is a process for preparation of Ramipril; which comprises; reacting salts of (S,S,S)-azabicyclo[3.3.0]-octane-3-carboxylate with N-[l-(S)-ethoxy carbonyl)-3- phenyl propyl] -L-alanine in presence of dicyclohexylcarbodimide (DCC) and 1- hydroxybenzotriazole (HOBT) in a suitable solvent medium.

EINE EINFACHE DIASTEREOSELEKTIVE SYNTHESE VON (1SR,3SR,5SR)-2-AZABICYCLOOCTAN-3-CARBONSAEURE

(1SR,3SR,5SR)-2-Azabicyclooctane-3-carboxylic acid, precursor of the angiotensin-converting-enzyme-inhibitor Hoe 498, is easily prepared from 1-chloro-1-cyclopentene-2-carbaldehyde in three steps.

SYNTHESIS OF UNNATURAL AMINO ACIDS: (S,S,S)-2-AZABICYCLOOCTANE-3-CARBOXYLIC ACID

(S,S,S)-2-Azabicyclooctane-3-carboxylic acid 1, a structural element of the very potent ACE inhibitor HOE 498, is readily available via a diastereo selective synthesis starting from serine or cystine.

Synthesis of a highly active angiotensin converting enzyme inhibitor: 2-[N-[(S)-1-ethoxycarbonyl-3-phenylpropyl]-L-alanyl]-(1S,3S,5S)-2-azabicyc lo[3.3.0]octane-3-carboxylic acid (Hoe 498)

The convergent, diastereoselective synthesis of 2-[N-[(S)-1-ethoxycarbonyl-3-phenylpropyl]-L-alanyl]-(1S,3S,5S)-2-azabicyc lo[3.3.0]octane-3-carboxylic acid (Hoe 498), a new ACE-inhibitor with improved bioavailability and pharmacokinetics, is described.