367909-45-3

Usage

Uses

Used in Pharmaceutical Research:
Benzenebutanoicacid,a-[[(3S)-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3-yl]amino]-,ethylester,(aS)is used as a research compound for exploring its potential in pharmaceutical applications due to its unique structure and functional groups. It may be studied for its interactions with biological targets and its ability to modulate various biological pathways.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, Benzenebutanoicacid,a-[[(3S)-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3-yl]amino]-,ethylester,(aS)is utilized as a starting material or a building block for the synthesis of novel drug candidates. Its diverse functional groups and specific stereochemistry can be leveraged to design and develop new therapeutic agents with improved efficacy and selectivity.
Used in Drug Design and Development:
Benzenebutanoicacid,a-[[(3S)-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3-yl]amino]-,ethylester,(aS)is employed in drug design and development as a template for creating new molecules with potential therapeutic properties. Its unique structural features can be exploited to optimize the pharmacokinetic and pharmacodynamic properties of drug candidates, leading to the discovery of innovative treatments for various diseases and conditions.
Used in Chemical Synthesis:
In the realm of chemical synthesis, Benzenebutanoicacid,a-[[(3S)-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3-yl]amino]-,ethylester,(aS)serves as an intermediate or a reactant in the preparation of other complex organic compounds. Its versatile functional groups and specific stereochemistry can be utilized in various synthetic routes to access a wide range of target molecules with diverse applications in different industries.

Upstream product

• 46460-23-5 ethyl 2-amino-4-phenyl-(2S)-butyrate 
• 608148-63-6 4-nitrobenzenesulfonic acid (3R)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl ester 
• 74-96-4 ethyl bromide 
• 127-19-5 N,N-dimethyl acetamide 
• 656830-87-4 (R)-2,4-Dihydroxy-4-(2-nitro-phenyl)-butyric acid ethyl ester 
• 608148-58-9 (2R)-2-hydroxy-4-(2-nitrophenyl)-4-oxobutyric acid ethyl ester 
• 178114-28-8 4-(2-nitrophenyl)-2,4-dioxobutanoic acid ethyl ester 
• 577-59-3 2-acetylnitrobenzene 
• 942049-14-1 trans-4-(2-nitrophenyl)-4-oxo-but-2-enoic acid methyl ester 
• 608148-60-3 (3R)-3-hydroxy-1,3,4,5-tetrahydrobenzo[b]azepin-2-one 

Downstream Products

• 109010-61-9 (2S,3'S)-2-(1-tert-butoxycarbonylmethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylamino)-4-phenylbutyric acid ethyl ester 
• 86541-74-4 benazepril hydrochloride 

Relevant academic research and scientific papers

Formal synthesis of the ACE inhibitor benazepril·HCl via an asymmetric aza-Michael reaction

A formal enantioselective synthesis of benazepril·HCl (4), an antihypertensive drug, is reported. Our synthesis employed an asymmetric aza-Michael addition of L-homophenylalanine ethyl ester (LHPE, 1) to 4-(2-nitrophenyl)-4-oxo-but-2-enoic acid methyl est

Asymmetric synthesis of ACE inhibitor-Benazepril HCl via a bioreductive reaction

An enantioselective synthesis of the potent angiotensin converting enzyme (ACE) inhibitor (2S, 3′S)-2-(1-carboxymethyl-2-oxo-2,3,4,5-tetrahydro-1H- benzo[b]azepin-3-ylamino)-4-phenylbutyric acid ethyl ester hydrochloride, Benazepril HCl 4, has been achieved through an asymmetric reduction of 4-(2-nitrophenyl)-2,4-dioxobutyric acid ethyl ester 6b employing baker's yeast as the reductive catalyst.

Kinetic resolution of a intermediate useful in the production of benazepril and analogues thereof

The present invention provides an efficient synthetic process for making benazepril and analogues thereof by having an intermediate compound undergo epimerization and kinetic resolution.

ASYMMETRIC SYNTHESIS OF A KEY INTERMEDIATE FOR MAKING BENAZEPRIL AND ANALOGUES THEREOF

The present invention provides a method of converting an intermediate compound to the desired S,S diastereomer for efficiently making benazepril and analogues thereof.