159453-24-4

Basic information

• Product Name: CBZ-S-Phenyl-L-cysteine
• Synonyms: N-Z-S-phenyl-L-cysteine;N-BENZYLOXYCARBONYL-(S-PHENYL)-L-CYSTEINE;N-CBZ-PHENYL-L-CYSTEINE;N-CBZ-S-PHENYL-L-CYSTEINE;N-CARBOBENZYLOXY-S-PHENYL-L-CYSTEINE;Z-S-PHENYL CYS-OH;(2s)-2-phenylmethoxycarbonylamino-3-phenylsulfanyl-propanoic acid;L-CYSTEINE, S-PHENYL-N-[(PHENYLMETHOXY)CARBONYL]-
• CAS NO: 159453-24-4
• Molecular Formula: C17H17NO4S
• Molecular Weight: 331.39
• EINECS: 441-530-6
• Product Categories: Protected Amino Acids;chiral;PROTECTED AMINO ACID & PEPTIDES;Cysteine [Cys, C];Amino Acids;Amino Acids (N-Protected);Biochemistry;Cbz-Amino Acids;Chiral Compounds;Cbz-Amino acid series;Amino Acid Derivatives;Cysteine/Cystine;Peptide Synthesis;Amino Acids & Derivatives;Aromatics;Sulfur & Selenium Compounds
• Mol File: 159453-24-4.mol
• Article Data: 16

Chemical Properties

• Melting Point: 94-97 °C(lit.)
• Boiling Point: 547.5 °C at 760 mmHg
• Flash Point: 284.9 °C
• Appearance: light yellow crystal powder
• Density: 1.2606 (rough estimate)
• Vapor Pressure: 8.07E-13mmHg at 25°C
• Refractive Index: -55 ° (C=2, EtOH)
• Solubility: soluble in Methanol
• PKA: 3.48±0.10(Predicted)
• CAS DataBase Reference: CBZ-S-Phenyl-L-cysteine(CAS DataBase Reference)
• NIST Chemistry Reference: CBZ-S-Phenyl-L-cysteine(159453-24-4)
• EPA Substance Registry System: CBZ-S-Phenyl-L-cysteine(159453-24-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• Hazardous Substances Data: 159453-24-4(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Uses

N-Carbobenzyloxy-3-phenylthio-L-alanine (cas# 159453-24-4) is a compound useful in organic synthesis.

InChI:InChI=1/C17H17NO4S/c19-16(20)15(12-23-14-9-5-2-6-10-14)18-17(21)22-11-13-7-3-1-4-8-13/h1-10,15H,11-12H2,(H,18,21)(H,19,20)/p-1/t15-/m0/s1

Upstream product

• 108-86-1 bromobenzene 
• 12775-96-1 copper 
• 1145-80-8 N-(benzyloxycarbonyl)-L-serine 
• 67-68-5 dimethyl sulfoxide 
• 108-98-5 thiophenol 
• 6968-11-2 N,N'-bis-benzyloxycarbonylcystine 
• 7625-65-2 L-carbobenzyloxy-β-chloroalanine 
• 132249-34-4 Methyl (S)-2-benzyloxycarbonylamino-3-methylsulfonyloxypropanoate 
• 930-69-8 sodium thiophenolate 
• 1676-81-9 N-benzyloxycarbonyl-L-serine methyl ester 
• 288588-25-0 2-benzyloxycarbonylamino-3-tert-butyldisulfanyl-propionic acid allyl ester 
• 76969-40-9 (R)-2-Benzyloxycarbonylamino-3-tert-butyldisulfanyl-propionic acid 
• 149034-35-5 Z-Cys-OAll 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 159878-02-1 benzyl [(2R,3S)-4-chloro-3-hydroxy-1-(phenylsulfanyl)-2-butanyl]carbamate 
• 194086-27-6 benzyl [(2R,3R)-4-chloro-3-hydroxy-1-(phenylsulfanyl)-2-butanyl]carbamate 
• 163462-16-6 benzyl [(1R)-1-[(2S)-2-oxiranyl]-2-(phenylsulfanyl)ethyl]carbamate 

Relevant articles and documents

A convenient, large scale synthesis of N-CBZ-(S-phenyl)-L-cysteine

N-Cbz-(S-phenyl)-L-cysteine (3) has been prepared on a multikilogram scale in high yield and optical purity from the β-lactone of N-Cbz-L-serine.

Process for S-Aryl cysteine

The present invention provides methods for preparing S-aryl cysteines in enantiomeric excess of greater than about 96%. Specifically, the present invention provides enantioselective methods for preparing S-aryl cysteines starting from cystine, cysteine or

Method for isolation of n-protected s-phenylcysteine

This invention provides a method of isolating N-protected-S-phenylcysteine (1) of high purity, expediently, efficiently and in good yield, which comprises causing said N-protected-S-phenylcysteine to be salted out in the form of a base salt in the presence of water. wherein R1represents an amino-protecting group; R2represents a hydrogen atom or, either independently of R1or taken together with R1, represents an amino-protecting group.