204376-35-2

Basic information

• Product Name: ethyl 5-benzyl-2-oxo-2,3-dihydrooxazole-4-carboxylate
• Synonyms: ethyl 5-benzyl-2-oxo-2,3-dihydrooxazole-4-carboxylate
• CAS NO: 204376-35-2
• Molecular Weight: 247.251
• Mol File: 204376-35-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: ethyl 5-benzyl-2-oxo-2,3-dihydrooxazole-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 5-benzyl-2-oxo-2,3-dihydrooxazole-4-carboxylate(204376-35-2)
• EPA Substance Registry System: ethyl 5-benzyl-2-oxo-2,3-dihydrooxazole-4-carboxylate(204376-35-2)

Safety Data

• Hazardous Substances Data: 204376-35-2(Hazardous Substances Data)

Upstream product

• 4248-19-5 tert-butyl carbazate 
• 188530-97-4 ethyl 3-[(p-nitrobenzenesulfonyl)oxy]-2-oxo-4-phenylbutanoate 
• 122-78-1 phenylacetaldehyde 
• 598-55-0 methyl carbamate 
• 292858-05-0 ethyl 3-bromo-2-oxo-4-phenylbutanoate 

Downstream Products

• 46460-23-5 ethyl L-2-amino-4-phenylbutyrate 
• 406183-38-8 4-carboxy-5-benzyl-4-oxazolin-2-one 

Relevant articles and documents

Convergent Synthesis of 2-Oxazolone-4-carboxylates Esters by Reaction of Aldehydes with Ambivalent N-Cbz-α-Tosylglycinate Ester

N-Cbz-α-tosylglycinate ester was combined with aldehydes in a redox-neutral sequence leading to 2-oxazolone-4-carboxylates with high functional group tolerance. While the scope of the method was delineated to primary and secondary aliphatic aldehydes as well as aromatics, no racemization occurred with chiral aldehydes such as Garner's. Hitherto unknown, this process relies on the ambivalent role of N-Cbz-α-tosylglycinate ester acting as a pronucleophile.

Synthesis of 4-carboethoxy-4-oxazolin-2-ones from 3-nosyloxy-2-ketoesters

3-Nosyloxy-2-ketoesters, available from 2-ketoesters, react efficiently with methyl carbamate and tosic acid in refluxing toluene to provide 4-carboalkoxy-4-oxazolin-2-ones in good yields (41-84%).