606948-99-6

Basic information

• Product Name: (2S,3S)-2-amino-3-phenyl-5-hexenoic acid
• Synonyms: (2S,3S)-2-amino-3-phenyl-5-hexenoic acid
• CAS NO: 606948-99-6
• Molecular Weight: 205.257
• Mol File: 606948-99-6.mol

Chemical Properties

• CAS DataBase Reference: (2S,3S)-2-amino-3-phenyl-5-hexenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S)-2-amino-3-phenyl-5-hexenoic acid(606948-99-6)
• EPA Substance Registry System: (2S,3S)-2-amino-3-phenyl-5-hexenoic acid(606948-99-6)

Safety Data

• Hazardous Substances Data: 606948-99-6(Hazardous Substances Data)

Downstream Products

• 606949-09-1 (2S,3S)-3-Phenyl-2-(2,2,2-trifluoro-acetylamino)-hex-5-enoic acid methyl ester 

Relevant articles and documents

Large scale enantiomeric synthesis, purification, and characterization of ω-unsaturated amino acids via a Gly-Ni(II)-BPB-complex

The enantiomeric syntheses of ω-unsaturated amino acids and β-substituted ω-unsaturated amino acids were accomplished by using Gly-Ni-2[N-(N′-benzylprolyl)amino]benzophenone (BPB) as a chiral auxiliary. The synthesis provides excellent yields and high diastereoselectivities. The product crystallization followed by isomer epimerization strategy makes the reaction practical and useful for large-scale preparations. Dialkylation of the Ni(II)-complex, which was designed for mechanistic considerations, revealed that high diastereoselectivity is obtained due to the thermodynamic conformational stability of the Ni(II)-complex. The assignment of absolute configuration was accomplished by NMR, which is supported by corresponding X-ray structure and optical rotation data. Both enantiomerically pure amino acids can be synthesized in this alkylation-hydrolysis two-step strategy in multi gram scales.