82717-95-1

Basic information

• Product Name: Benzyl (2S)-2-amino>propionate
• Synonyms: Benzyl (2S)-2-amino>propionate
• CAS NO: 82717-95-1
• Molecular Weight: 369.461
• Mol File: 82717-95-1.mol

Chemical Properties

• CAS DataBase Reference: Benzyl (2S)-2-amino>propionate(CAS DataBase Reference)
• NIST Chemistry Reference: Benzyl (2S)-2-amino>propionate(82717-95-1)
• EPA Substance Registry System: Benzyl (2S)-2-amino>propionate(82717-95-1)

Safety Data

• Hazardous Substances Data: 82717-95-1(Hazardous Substances Data)

Upstream product

• 1117-96-0 Diazoethan 
• 710-11-2 2-oxo-4-phenylbutyric acid 
• 5557-81-3 L-alanine benzyl ester hydrochloride 
• 46460-23-5 ethyl 2-amino-4-phenyl-(2S)-butyrate 
• 117589-36-3 Benzyl (2R)-2-(4-toluenesulfonyloxy)propionate 
• 16503-46-1 2-bromo-4-phenyl butanoic acid 
• 1012-05-1 D,L-homophenylalanine 
• 5440-40-4 2-(acetylamino)-4-phenylbutanoic acid 
• 64920-29-2 2-oxo-4-phenylbutanoic acid ethyl ester 
• 90315-82-5 ethyl (R)-2-hydroxy-4-phenylbutyrate 
• 29678-81-7 (R)-2-hydroxy4-phenylbutanoic acid 
• 93921-85-8 ethyl 2-hydroxy-4-phenylbutanoate 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 

Downstream Products

• 97457-39-1 Benzyl (2S)-2-amino>propionate Hydrogenmaleate 
• 89396-94-1 Imidapril hydrochloride 
• 117605-23-9 tert-Butyl (4S)-3-<(2S)-2-amino>propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate Hydrogenmaleate 
• 89371-38-0 tert-butyl (4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate 
• 89371-48-2 (4S)-1-benzyl-3-<(2S)-2-amino>propionyl>-2-oxoimidazolidine-4-carboxylic acid 
• 89371-47-1 benzyl (4S)-1-benzyl-3-{(2S)-2-[N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate 
• 89371-34-6 N-succinimidyl (2S)-2-{N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino}propionate 
• 877932-98-4 N-(1-ethoxycarbonyl-3-phenylpropyl)-L-alanine 
• 130316-66-4 (2S)-3-aza-4-(ethoxycarbonyl)-2-methyl-6-phenylhexanamide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane 
• 82717-96-2 [1(S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanine 

Relevant articles and documents

Nonpeptide Renin Inhibitors Employing a Novel 3-Aza(or oxa)-2,4-dialkyl Glutaric Acid Moiety as a P2/P3 Amide Bond Replacement

A new series of renin inhibitors has been developed.The inhibitors feature a novel replacement for the P2/P3 dipeptide moiety normally associated with renin inhibitors.The dipeptide replacement was a (2S,4S)-3-aza(or oxa)-2,4-dialkylglutaric acid amide.Ex

Studies on angiotensin converting enzyme inhibitors. V. The diastereoselective synthesis of 2-oxoimidazolidine derivatives

A diastereoselective synthesis of imidapril (1), which is under clinical study as an antihypertensive drug based on its angiotensin converting enzyme (ACE)-inhibitory activity, was established. N-Alkylation of (2S)-2-amino-4-phenylbutyric acid ester (12) with 3-((2R)-2-methane or toluenesulfonyloxypropionyl)-2-oxoimidazolidine derivative (11) diastereoselectively proceeded in an SN2 fashion to afford tert-butyl (4S)-3-[(2S)-2-[N-[(1S)-1-ethoxycarbonyl)-3-phenylpropyl]amino]propionyl]- 1-methyl-2-oxoimidazolidine-4-carboxylate (13), a precursor of 1. Alternatively, benzyl (2S)-2-[N-(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino]propionate (15), which is the key building block of 13, was synthesized by the same strategy. This procedure was also applied to the synthesis of enalapril.

Studies on Angiotensin Converting Enzyme Inhibitors. 4. Synthesis and Angiotensin Converting Enzyme Inhibitory Activities of 3-Acyl-1-alkyl-2-oxoimidazolidine-4-carboxylic Acid Derivatives

(4S)-1-Alkyl-3-acyl>-2-oxoimidazolidine-4-carboxylic acid derivatives (3) were prepared by two methods.Their angiotensin converting enzyme (ACE) inhibitory activities and antihypertensive effects were evaluated, and the structure-activity relationships were discussed.The dicarboxylic acids 3a-n possessing S,S,S configuration showed potent in vitro ACE inhibitory activities with IC 50 values of 1.1x10-8-1.5x10-9 M.The most potent compound in this series, monoester 3p, had an ID 50 value of 0.24 mg/kg, po for inhibition of angiotensin I induced pressor response in normotensive rats and produced a dose-dependent decrease in systolic blood pressure of spontaneously hypertensive rats (SHRs) at doses of 1-10 mg/kg, po.

A Stereoselective Synthesis of N--L-alanine Derivatives by Means of Reductive Amination

A stereoselective synthesis of N--L-alanine, a portion of the molecule of angiotensin converting-enzyme(ACE) inhibitors, by reductive amination utilizing catecholborane and further applications of the reaction to the synthesis of ACE inhibitors are described.

Aromatic amino acid derivatives

A compound having the formula: STR1 wherein n is 0-5, inclusive; R1 is H or the identifying group of an amino acid; and R2 is H, aralkyl, or alkyl.

A FAVOURABLE DIASTEREOSELECTIVE SYNTHESIS OF N-(1-S-ETHOXYCARBONYL-3-PHENYLPROPYL)-S-ALANINE

N-(1-S-Ethoxycarbonyl-3-phenylpropyl)-S-alanine is prepared by Michael addition of S-alaninebenzylester to ethyl-4-oxo-4-phenyl-2-butenoate in a regio- and diastereoselective fashion and subsequent catalytic hydrogenolysis.

7-Carboxyalkylaminoacyl-1,4-dithia-7-azaspiro[4.4]-nonane-8-carboxylic acids

This invention relates to 7-carboxyalkyl-aminoacyl-1,4-adithia-7-azaspiro[4.4]nonane-8-carboxylic acids. The compounds of the invention are useful in the treatment of cardiovascular disorders and especially as antihypertensive agents.