CAS 153277-33-9

S-Phenyl-N-[(phenylmethoxy)carbonyl]-L-cysteine methyl ester

Description:

S-Phenyl-N-[(phenylmethoxy)carbonyl]-L-cysteine methyl ester, with the CAS number 153277-33-9, is a synthetic compound that belongs to the class of amino acid derivatives. This molecule features a cysteine backbone, which is an amino acid known for containing a thiol group, contributing to its reactivity and potential biological activity. The presence of the phenylmethoxycarbonyl group enhances its stability and solubility, making it suitable for various applications in medicinal chemistry and biochemistry. The methyl ester functionality indicates that the carboxylic acid group of cysteine has been esterified, which can influence the compound's pharmacokinetics and bioavailability. Additionally, the phenyl groups attached to the structure may provide hydrophobic interactions, potentially affecting its binding properties in biological systems. Overall, this compound is of interest for its potential use in drug development and as a biochemical tool, particularly in studies involving protein synthesis and modification.

Formula: C₁₈H₁₉NO₄S

InChI: InChI=1S/C18H19NO4S/c1-22-17(20)16(13-24-15-10-6-3-7-11-15)19-18(21)23-12-14-8-4-2-5-9-14/h2-11,16H,12-13H2,1H3,(H,19,21)/t16-/m0/s1

InChI key: InChIKey=IHTLHYBTCCLDPR-INIZCTEOSA-N

SMILES: [C@@H](CSC1=CC=CC=C1)(NC(OCC2=CC=CC=C2)=O)C(OC)=O

Synonyms:

• (2R)-2-[(Benzyloxycarbonyl)amino]-3-(phenylthio)propanoic acid methyl ester
• (R)-Methyl 2-(((benzyloxy)carbonyl)amino)-3-(phenylthio)propanoate
• <span class="text-smallcaps">L</span>-Cysteine, S-phenyl-N-[(phenylmethoxy)carbonyl]-, methyl ester
• Methyl N-[(Benzyloxy)Carbonyl]-S-Phenyl-L-Cysteinate
• N-Benzyloxycarbonyl-S-phenyl-<span class="text-smallcaps">L</span>-cysteine methyl ester
• N-Carbobenzoxy-2-Phenyl-L-Cysteinemethylester
• N-Carbobenzoxy-S-phenyl-<span class="text-smallcaps">L</span>-cysteine methyl ester
• S-Phenyl-N-[(phenylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-cysteine methyl ester
• L-Cysteine, S-phenyl-N-[(phenylmethoxy)carbonyl]-, methyl ester
• N-Benzyloxycarbonyl-S-phenyl-L-cysteine methyl ester
• N-Carbobenzoxy-S-phenyl-L-cysteine methyl ester

N-Carbobenzoxy-S-Phenyl-L-Cysteine Methyl Ester

CAS: 153277-33-9

Formula: C₁₈H₁₉NO₄S

Molecular weight: 345.41

Ref: 4Z-C-7764

N-Carbobenzoxy-S-phenyl-L-cysteine Methyl Ester

Controlled Product

CAS: 153277-33-9

Applications N-Carbobenzoxy-S-phenyl-L-cysteine methyl ester is used in the preparation of γ-amino β-ketoesters by cross-Claisen condensation of α-amino acid derivatives with alkyl acetates.
References Honda, Y., et al.: Tetrahedron, Lett., 44, 3163 (2003);

Formula: C₁₈H₁₉NO₄S

Color and Shape: Neat

Molecular weight: 345.41

Ref: TR-C176560