129939-63-5

Basic information

• Product Name: (2R,3aR,6aR)-Ramipril
• Synonyms: (2R,3aR,6aR)-Ramipril;(2R,3aR,6aR)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]aMino]-1-oxopropyl]octahydrocyclopenta[b]pyrrole-2-carboxylic Acid;[2R-[1[S*(S*)],2α,3aβ,6aβ]]-1-[2-[[1-(ethoxycarbonyl)-3-phenylpropyl]aMino]-1-oxopropyl]octahydrocyclopenta[b]pyrrole-2-carboxylic Acid;RaMipril IMpurity-N(EP);RaMipril EP IMpurity N
• CAS NO: 129939-63-5
• Molecular Formula: C₂₃H₃₂N₂O₅
• Molecular Weight: 416.51058
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 129939-63-5.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Acetonitrile (Slightly), Methanol (Slightly)
• CAS DataBase Reference: (2R,3aR,6aR)-Ramipril(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3aR,6aR)-Ramipril(129939-63-5)
• EPA Substance Registry System: (2R,3aR,6aR)-Ramipril(129939-63-5)

Safety Data

• Hazardous Substances Data: 129939-63-5(Hazardous Substances Data)

Usage

Description

(2R,3aR,6aR)-Ramipril is an isomer of the angiotensin-converting enzyme (ACE) inhibitor Ramipril (R111000), which is used as a pharmaceutical compound for treating hypertension and heart failure.

Uses

Used in Pharmaceutical Industry:
(2R,3aR,6aR)-Ramipril is used as an ACE inhibitor for the treatment of hypertension and heart failure. It helps in regulating blood pressure and improving heart function by inhibiting the conversion of angiotensin I to angiotensin II, a potent vasoconstrictor.

Upstream product

• 87269-86-1 (1RS,3RS,5RS)-2-Azabicyclo<3.3.0>octan-3-carbonsaeure-hydrochlorid 
• 84793-24-8 N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine N-carboxyanhydride 

Relevant articles and documents

A PROCESS FOR THE PREPARATION OF 2-[N-- [(S)-1-ETHOXYCARBONYL-3-PHENYLPROPYL]-(S)-ALANYL]-(1S, 3S, 5S) -2-AZABICYCLO [3.3.0] OCTANE-3--CARBOXYLIC ACID

A process for preparation of 2-[N-[(S)-l--ethoxycarbonyl-3-phenylpropyl] - (S) -alanyl]-(1S, 3S, 5S)-2-- azabicyclo [3.3.0 ] octane-3-carboxylic acid, ie. Ramipril, involves condensation of an activated derivative of 2-[N-[(S)-1-ethoxycarbonyl-3-phenylpropyl]-(S)-alanine with racemic (1R*, 3R*, 5R*) -2-azabicyclo [3.3.0] octane-3--carboxylic acid, and then the desired diastereoisomer (la) is separated from the obtained diastereoisomeric mixture of 2-[N-[(S)-1-ethoxycarbonyl-3-phenylpropyl]-(S) -alanyl] - (1S, 3S, 5S) -2-azabicyclo [3.3.0] octane-3--carboxylic acid (1a) and 2- [N-[(S)-1-ethoxycarbonyl-3--phenylpropyl ] - (S) -alanyl ] - (1R, 3R, 5R) -2- azabicyclo[3.3.0]octane-3-carboxyl ic acid (lb) by treat-ing it with a solvent that selectively dissolves the un-desired diastereoisomer (1b) while the diastereoisomer (1a) remains undissolved.