205866-50-8

Basic information

• Product Name: (S)-3-benzyloxycarbonyl-4-(4-hydroxyphenyl)methyloxazolidin-5-one
• Synonyms: (S)-3-benzyloxycarbonyl-4-(4-hydroxyphenyl)methyloxazolidin-5-one
• CAS NO: 205866-50-8
• Molecular Weight: 327.337
• Mol File: 205866-50-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (S)-3-benzyloxycarbonyl-4-(4-hydroxyphenyl)methyloxazolidin-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-benzyloxycarbonyl-4-(4-hydroxyphenyl)methyloxazolidin-5-one(205866-50-8)
• EPA Substance Registry System: (S)-3-benzyloxycarbonyl-4-(4-hydroxyphenyl)methyloxazolidin-5-one(205866-50-8)

Safety Data

• Hazardous Substances Data: 205866-50-8(Hazardous Substances Data)

Upstream product

• 50-00-0 formaldehyd 
• 1164-16-5 Z-L-Tyr-OH 

Downstream Products

• 16679-94-0 N-[(phenylmethoxy)carbonyl]-L-tyrosine 
• 698386-61-7 benzyl (S)-4-(4H-1,3-benzodioxin-6-ylmethyl)-5-oxo-1,3-oxazolane-3-carboxylate 
• 60-18-4 L-tyrosine 
• 15106-62-4 (S)-2-amino-3-(3,5-dichloro-4-hydroxyphenyl)propanoic acid 
• 7423-93-0 (S)-2-amino-3-(3-chloro-4-hydroxyphenyl)propanoic acid 
• 13512-31-7 N-(benzyloxycarbonyl)-L-tyrosine methyl ester 
• 86099-14-1 (2S)-3-(4-hydroxyphenyl)-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)propanoic acid 
• 537-49-5 N-methyl-L-tyrosine 

Relevant articles and documents

A convenient two step transformation of tyrosine into the antihypertensive amino acid (S)-4-hydroxy-3-hydroxymethylphenylalanine

Treatment of tyrosine with paraformaldehyde and catalytic amounts of p-toluenesulfonic acid, at reflux in toluene, directly generates benzyl (S)-4-(4H-1,3-benzodioxin-6-ylmethyl)-5-oxo-1,3-oxazolane-3-carboxylate, which on treatment with boron trichloride in dichloromethane, affords (S)-4-hydroxy-3-hydroxymethylphenylalanine.

A practical approach for the optically pure N-Methyl-α- amino acids

A new practical synthesis of N-Methyl-α-amino acids by racemization free methodology has been developed. The method involves the reductive cleavage of N-protected oxazotidinones using hydrogen in the presence of Pd/C to give the title compounds in quantitative yields.