76932-17-7

Basic information

• Product Name: (S)-ACETYLTHIO-3-PHENYLPROPIONIC ACID
• Synonyms: (S)-ACETYLTHIO-3-PHENYLPROPIONIC ACID;2(S)-ACETYLTHIO-BENZENEPROPANOIC ACID;S-2-Acetylthio-3-phenylpropionicAcid;(2S)-Acetylthio-3-phenylpropionsure;(2S)-2-Acetylthio-3-phenylpropionic Acid;(aS)-α-(Acetylthio)benzenepropanoic Acid;(S)-α-(acetylthio)benzenepropanoic acid;(aS)-a-(Acetylthio)benzenepropanoic Acid
• CAS NO: 76932-17-7
• Molecular Formula: C₁₁H₁₂O₃S
• Molecular Weight: 224.28
• EINECS: 430-300-0
• Product Categories: Chiral Reagents;Inhibitors;Intermediates;Sulfur & Selenium Compounds;Other enzyme inhibitors;Aromatics
• Mol File: 76932-17-7.mol
• Article Data: 15

Chemical Properties

• Melting Point: 41-43°C
• Boiling Point: 358.9±35.0 °C(Predicted)
• Appearance: /
• Density: 1.260±0.06 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• PKA: 3.13±0.10(Predicted)
• CAS DataBase Reference: (S)-ACETYLTHIO-3-PHENYLPROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-ACETYLTHIO-3-PHENYLPROPIONIC ACID(76932-17-7)
• EPA Substance Registry System: (S)-ACETYLTHIO-3-PHENYLPROPIONIC ACID(76932-17-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22-41-43
• Safety Statements: 22-26-36/37/39
• Hazardous Substances Data: 76932-17-7(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Upstream product

• 507-09-5 tiolacetic acid 
• 29632-72-2 (R)-thioacetate 
• 42990-55-6 (S)-(alpha)-bromobenzenepropanoic acid 
• 10387-40-3 potassium thioacetate 
• 20312-36-1 L-3-phenyllactic acid 
• 620-79-1 Ethyl 2-benzylacetoacetate 
• 100-44-7 benzyl chloride 
• 101308-40-1 ethyl 2-bromo-3-phenylpropionate 
• 673-06-3 D-(R)-phenylalanine 
• 63-91-2 L-phenylalanine 
• 56827-86-2 cesium thioacetate 
• 7474-06-8 (2R)-2-chloro-3-phenylpropionic acid 
• 496962-20-0 ethyl 2-acetylthio-3-benzenepropanoate 
• 34832-35-4 sodium thioacetate 

Downstream Products

• 785748-27-8 (R)-2-((S)-1-Carboxy-2-phenyl-ethylsulfanyl)-3-phenyl-propionic acid 
• 160134-57-6 [(S)-3-((S)-2-Acetylsulfanyl-3-phenyl-propionylamino)-2-oxo-azepan-1-yl]-acetic acid ethyl ester 
• 160135-35-3 [(3S,7R)-3-((S)-2-Acetylsulfanyl-3-phenyl-propionylamino)-7-(2-hydroxy-ethyl)-2-oxo-azepan-1-yl]-acetic acid methyl ester 
• 1027542-31-9 (S)-2-[(3S,7S)-3-((S)-2-Acetylsulfanyl-3-phenyl-propionylamino)-2-oxo-7-propyl-azepan-1-yl]-butyric acid methyl ester 
• 160135-02-4 [(3S,7R)-3-((S)-2-Acetylsulfanyl-3-phenyl-propionylamino)-7-cyclopropylmethyl-2-oxo-azepan-1-yl]-acetic acid methyl ester 
• 160135-05-7 [3S-[3α(R*),7β]]-7-(Cyclopentyl)hexahydro-3-[[2-(acetylthio)-1-oxo-3-phenylpropyl]amino]-2-oxo-1H-azepine-1-acetic acid, methyl ester 
• 632297-58-6 methyl N-{(2S)-2-[(acetylthio)methyl]-3-phenylpropanoyl}-4-(1H-pyrazol-1-yl)-L-phenylalaninate 

Relevant articles and documents

Crystallization-induced chiral inversion as the key step for synthesis of (S)-2-acetylthio-3-phenylpropanoic acid from L-phenylalanine

(Chemical Equation Presented) A novel crystallization-induced chiral inversion of (S)-2-bromo-3-phenylpropanoic acid to its (R)-enantiomer with excellent enantiomeric excess (96-99%) is achieved. Optically pure (S)-2-acetylthio-3-phenylpropanoic acid can

Design and synthesis of chromogenic thiopeptolide substrates as MetAPs active site probes

Twenty one chromogenic thiopeptolide substrates were designed and synthesized as the active site probes and analyzed with each S1 site of mutant residues and enzymes of wild-type MetAP1s. The preliminary enzymatic experiments indicate that cysteine 70 or 202, at either Escherichia coli or human MetAP1, played a crucial role in the methionine hydrolysis.

Dynamic resolution of isomers and resolved isomers

Provided is a dynamic resolution method of enriching a desired isomer of an alpha-substituted carboxylic acid relative to an undesired isomer, the method comprising: (a) in a solvent, contacting the alpha-substituted carboxylic acid, wherein the alpha sub