127862-89-9

Usage

Uses

Used in Pharmaceutical Synthesis:
(S)-2-(Z-AMINO)-4-PHENYLBUTYRIC ACID is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique stereochemistry and functional groups enable the development of new drugs with specific therapeutic properties.
Used in Organic Chemistry:
In the field of organic chemistry, (S)-2-(Z-AMINO)-4-PHENYLBUTYRIC ACID serves as a versatile building block for the production of other organic compounds. Its reactivity and structural features facilitate the creation of a wide range of chemical entities for various applications.
Used in Drug Development:
(S)-2-(Z-AMINO)-4-PHENYLBUTYRIC ACID is utilized in drug development as a precursor for the synthesis of potential therapeutic agents. Its unique properties allow researchers to explore new drug candidates with improved efficacy and selectivity.
Used in Chiral Chemistry:
Due to its chiral nature, (S)-2-(Z-AMINO)-4-PHENYLBUTYRIC ACID is employed in chiral chemistry to study the effects of stereochemistry on the biological activity and pharmacokinetics of compounds. This knowledge aids in the design of enantiomerically pure drugs with optimized therapeutic profiles.
Used in Research and Development:
(S)-2-(Z-AMINO)-4-PHENYLBUTYRIC ACID is used as a research compound in academic and industrial laboratories. It serves as a model system for studying various chemical reactions and exploring new synthetic methodologies, contributing to the advancement of chemical sciences.

InChI:InChI=1/C10H13NO2/c11-9(10(12)13)7-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/m0/s1

Upstream product

• 943-73-7 D-homophenylalanine 
• 42940-68-1 phenylacetyl chloride 
• 106860-17-7 methyl 2S-2-amino-4-phenylbutanoate 
• 501-53-1 benzyl chloroformate 
• 142037-77-2 methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-phenylbutanoate 
• 127862-83-3 2-Benzyloxycarbonylamino-4-phenyl-butyric acid 2,2,2-trifluoro-ethyl ester 
• 90891-21-7 L-(+)-α-amino-4-phenylbutyric acid ethyl ester hydrochloride 
• 288068-80-4 (2S)-2-benzyloxycarbonylamino-4-phenylbutyric acid ethyl ester 

Downstream Products

• 146765-85-7 (S)-2-Benzyloxycarbonylamino-4-phenyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester 
• 205983-74-0 phenylmethyl (2S)-[1-[[(methoxymethyl)amino]carbonyl]-3-phenylpropyl]carbamate 
• 1062494-29-4 (S)-2-{(R)-2-[3-((S)-2-Benzyloxycarbonylamino-4-phenyl-butyrylamino)-2-hydroxy-pentanoylamino]-4-methyl-pentanoylamino}-3-methyl-butyric acid tert-butyl ester 
• 179901-29-2 [(S)-3-Phenyl-1-(2-p-tolyl-ethylcarbamoyl)-propyl]-carbamic acid benzyl ester 
• 615537-50-3 [(S)-1-(3,3-Diethoxy-propylcarbamoyl)-3-phenyl-propyl]-carbamic acid benzyl ester 
• 865313-68-4 N-(3-phenyl-1-phenylcarbamoyl-propyl)-benzamide 
• 1027065-31-1 ((1S,2S)-3-Chloro-2-hydroxy-1-phenethyl-propyl)-carbamic acid benzyl ester 
• 1026926-41-9 ((S)-3-Chloro-2-oxo-1-phenethyl-propyl)-carbamic acid benzyl ester 
• 165727-48-0 {(1S,2R)-3-[((2R,3S)-3-Amino-2-hydroxy-5-phenyl-pentyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-1-benzyl-2-hydroxy-propyl}-carbamic acid tert-butyl ester 
• 162538-21-8 [(1S,2R)-3-((2R,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butylamino)-2-hydroxy-1-phenethyl-propyl]-carbamic acid benzyl ester 
• 165727-49-1 ((2R,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyl)-((2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-5-phenyl-pentyl)-carbamic acid 2-trimethylsilanyl-ethyl ester 
• 165727-47-9 {(1S,2R)-1-Benzyl-3-[((2R,3S)-3-benzyloxycarbonylamino-2-hydroxy-5-phenyl-pentyl)-(2-trimethylsilanyl-ethoxycarbonyl)-amino]-2-hydroxy-propyl}-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

Development of novel dipeptide-like rhodesain inhibitors containing the 3-bromoisoxazoline warhead in a constrained conformation

Novel dipeptide-like rhodesain inhibitors containing the 3-bromoisoxazoline warhead in a constrained conformation were developed; some of them possess Ki values in the micromolar range. We studied the structure-activity relationship of these derivatives and we performed docking studies, which allowed us to find out the key interactions established by the inhibitors with the target enzyme. Biological results indicate that the nature of the P2 and P3 substituents and their binding to the S2/S3 pockets is strictly interdependent.

Novel stereoselective syntheses of the fused benzazepine dopamine D1 antagonist (6as,13br)-11-chloro-6,6a,7,8,9,13b-hexahydro-7-methyl-5h-benzo[d]naphth[2,1-b] azepin-12-ol (sch 39166): 2. l-homophenylalanine-based syntheses

Two enantioselective syntheses of the fused benzazepine dopamine D1 antagonist (6aS,13bR)-11-chloro-6,6a,7,8,9,13b-hexahydro-7-methyl-5H-benzo[d]naphth[2,1-b] azepin-12-ol (1) are described in which the starting material is (+)-L-homophenylalan

Poststatin, a new inhibitor of prolyl endopeptidase. V. Endopeptidase inhibitory activity of poststatin analogues

Thirty analogues of poststatin were synthesized, and their inhibitory activities against prolyl endopeptidase, human leukocyte elastase and cathepsin B were measured. The α-ketone was essential and the S configuration was preferable to the R configuration in the β-substituted-β-amino-α-oxopropionic acid moiety of poststatin analogues for endopeptidase inhibitory activity. The analogue in which the D-leucine residue of poststatin was replaced by L-leucine showed strong inhibitory activity to cathepsin B. Introduction of an aromatic group into the P4 position and proline into the P2 position increased inhibitory activity to elastase. Benzyloxycarbonyl-L-homophenylalanyl-(RS)-3-amino-2-oxovaleryl-D- leucyl-L-valine was about 6 times more active to prolyl endopeptidase than natural poststatin.

Porcine Pancreatic Lipase Catalyzed Enantioselective Hydrolysis of Esters of N-Protected Unusual Amino Acids

Porcine pancreatic lipase catalyzed the highly enantioselective hydrolysis of a kind of α-substituted carboxylic esters, i.e., the 2,2,2-trifluoroethyl esters of the N-benzyloxycarbonyl derivatives of unusual amino acids.