23032-53-3

Basic information

• Product Name: H-D-CYS(BZL)-OH
• Synonyms: (S)-BENZYL-D-CYS;S-BENZYL-D-CYSTEINE;(S)-2-AMINO-3-(S-BENZYLTHIO)PROPANOIC ACID;(R)-2-AMINO-3-(S-BENZYLTHIO)PROPANOIC ACID;H-D-CYS(BZL)-OH;D-CYSTEINE(BZL)-OH;D-Cys(Bzl)-OH
• CAS NO: 23032-53-3
• Molecular Formula: C₁₀H₁₃NO₂S
• Molecular Weight: 211.28
• Product Categories: Amino Acids
• Mol File: 23032-53-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 215-217℃ (dec.)
• Boiling Point: 379.2 °C at 760 mmHg
• Flash Point: 183.2 °C
• Appearance: /
• Density: 1.258 g/cm³
• Storage Temp.: Store at RT.
• CAS DataBase Reference: H-D-CYS(BZL)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: H-D-CYS(BZL)-OH(23032-53-3)
• EPA Substance Registry System: H-D-CYS(BZL)-OH(23032-53-3)

Safety Data

• Hazardous Substances Data: 23032-53-3(Hazardous Substances Data)

Usage

Chemical Properties

Crystalline

Upstream product

• 102830-49-9 N-tert-butyloxycarbonyl-(S)-benzyl-N-(tert-butyloxycarbonyl)-D-cysteine 
• 100-53-8 phenylmethanethiol 
• 115355-23-2 S-(phenylmethyl)-D-cysteine ethyl ester hydrochloride 
• 3054-01-1 S-benzyl-L-cysteine 
• 5680-65-9 2-amino-3-(benzylthio)propionic acid 

Downstream Products

• 953-18-4 S-benzyl-D-cysteine ethyl ester 
• 873329-49-8 O-trimethylsilyl-S-benzyl-L-cysteine 
• 30134-76-0 (R)-(-)-2-hydroxy-3-benzylthiopropanoic acid 
• 119681-42-4 S-benzyl-N-(S-benzyl-N-benzyloxycarbonyl-D-cysteinyl)-L-cysteine ethyl ester 
• 55559-24-5 S-benzyl-N-(S-benzyl-N-benzyloxycarbonyl-D-cysteinyl)-L-cysteine 
• 7669-86-5 S-benzyl-N-(S-benzyl-D-cysteinyl)-L-cysteine 
• 88243-77-0 (S)-(-)-2-amino-3-benzylthiopropan-1-ol 
• 349-46-2 S,S-cystine 
• 124775-73-1 S-benzyl-N-(3-benzylthio-2,2-dimethylpropionyl)-D-cysteine 
• 22911-80-4 N-(benzyloxycarbonyl)-S-benzyl-D-cysteine 
• 161512-71-6 S-Benzyl-N-acetyl-D-Cys 
• 19538-71-7 N-acetyl-S-benzyl-D,L-cysteine 
• 19542-77-9 N-acetyl-S-benzyl-L-cysteine 
• 921-01-7 D-cysteine 

Relevant articles and documents

Subtype-Specific Agonists for NMDA Receptor Glycine Binding Sites

A series of analogues based on serine as lead structure were designed, and their agonist activities were evaluated at recombinant NMDA receptor subtypes (GluN1/2A-D) using two-electrode voltage-clamp (TEVC) electrophysiology. Pronounced variation in subunit-selectivity, potency, and agonist efficacy was observed in a manner that was dependent on the GluN2 subunit in the NMDA receptor. In particular, compounds 15a and 16a are potent GluN2C-specific superagonists at the GluN1 subunit with agonist efficacies of 398% and 308% compared to glycine. This study demonstrates that subunit-selectivity among glycine site NMDA receptor agonists can be achieved and suggests that glycine-site agonists can be developed as pharmacological tool compounds to study GluN2C-specific effects in NMDA receptor-mediated neurotransmission.

ASYMMERTIC SYNTHESIS OF Β-SUBSTITUTED α-AMINO ACIDS VIA A CHIRAL Ni(II) COMPLEX OF DEHYDROALANINE

An efficient approach to the asymmetric synthesis of β-substituted (S)-alanines is describen.The chiral Ni(II) complex of a Schiff base derived from (S)-o-N-(N-benzylpropyl)aminobenzophenone (BBP) and glycine was treated with formaldehyde and sodium methoxide to give a corresponding (R)-serine complex which, in turn, was converted to the chiral Ni(II) dehydroalanine complex.Michael type base catalyzed addition of nucleophiles (including MeOH, Me2NH, PhCH2NH2, imidazole, PhSH, PhCH2SH,, malonic ester and benzylmagnesium chloride) produced a mixture of diastereoisomeric complexes with a 70-90percent excess of S,S (or L,L) isomers over the S,R (or L,D) ones.The cleavage of pure diastereoisomers with aqueous HCl gave, in good yields, β-substituted (S) (or L)-alanines and regenerated the chiral auxiliary (BBP).