203782-30-3

Basic information

• Product Name: 2-{[2-((S)-1-Benzyloxycarbonylamino-2-methyl-propyl)-5-methyl-oxazole-4-carbonyl]-amino}-3-oxo-butyric acid methyl ester
• Synonyms: 2-{[2-((S)-1-Benzyloxycarbonylamino-2-methyl-propyl)-5-methyl-oxazole-4-carbonyl]-amino}-3-oxo-butyric acid methyl ester
• CAS NO: 203782-30-3
• Molecular Weight: 445.472
• Mol File: 203782-30-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-{[2-((S)-1-Benzyloxycarbonylamino-2-methyl-propyl)-5-methyl-oxazole-4-carbonyl]-amino}-3-oxo-butyric acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-{[2-((S)-1-Benzyloxycarbonylamino-2-methyl-propyl)-5-methyl-oxazole-4-carbonyl]-amino}-3-oxo-butyric acid methyl ester(203782-30-3)
• EPA Substance Registry System: 2-{[2-((S)-1-Benzyloxycarbonylamino-2-methyl-propyl)-5-methyl-oxazole-4-carbonyl]-amino}-3-oxo-butyric acid methyl ester(203782-30-3)

Safety Data

• Hazardous Substances Data: 203782-30-3(Hazardous Substances Data)

Upstream product

• 182866-73-5 2-((S)-1-Benzyloxycarbonylamino-2-methyl-propyl)-5-methyl-oxazole-4-carboxylic acid methyl ester 
• 203782-26-7 2-((S)-1-Benzyloxycarbonylamino-2-methyl-propyl)-5-methyl-oxazole-4-carboxylic acid 
• 182866-65-5 methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanamido)-3-oxobutanoate 
• 119153-86-5 C₁₆H₂₁NO₆ 
• 1149-26-4 (S)-N-(benzyloxycarbonyl)valine 
• 13139-28-1 (S)-N-benzyloxycarbonylvalinamide 
• 24762-04-7 2-Diazo-3-oxo-butyric acid methyl ester 
• 203782-28-9 [(S)-1-(4-Carbamoyl-5-methyl-oxazol-2-yl)-2-methyl-propyl]-carbamic acid benzyl ester 

Relevant articles and documents

Synthesis of functionalised oxazoles and bis-oxazoles

A new method for the synthesis of oxazoles, and in particular chiral non-racemic oxazoles derived from amino acids, has been developed. Thus, rhodium(II) catalysed reaction of diazocarbonyl compounds 6 and 11 in the presence of amides 8 and 10 results in regioselective insertion of the carbenoid into the amide N-H bond with formation of the β-carbonyl amides 9 and 12. Cyclodehydration of amides 9 and 12 using triphenylphosphine-iodine-triethylamine gives functionalised oxazoles 7 and 13. The oxazoles 13c and 13f were converted into the bis-oxazoles 17a and 17b by a second rhodium(II) catalysed regioselective N-H insertion reaction on the amides 15, followed by cyclodehydration.