27038-10-4

Upstream product

• 60-35-5 acetamide 
• 710-11-2 2-oxo-4-phenylbutyric acid 
• 162247-62-3 4-Ethoxycarbonyl-2-methyl-4,5-dihydro-1,3-oxazol-5-one 
• 122507-69-1 (E)-styryl-lead triacetate 
• 162247-73-6 2-Methyl-5-oxo-4-((E)-styryl)-4,5-dihydro-oxazole-4-carboxylic acid ethyl ester 
• 54681-67-3 2-acetamido-3-ethoxy-3-oxopropanoic acid 
• 7422-28-8 (E)-2-phenylethenyl(trimethyl)stannane 

Relevant academic research and scientific papers

Reaction of organolead triacetates with 4-ethoxycarbonyl-2-methyl-4,5-dihydro-1,3-oxazol-5-one. The synthesis of α-aryl- and α-vinyl-N-acetylglycines and their ethyl esters and their enzymic resolution

4-Ethoxycarbonyl-2-methyl-4,5-dihydro-1,3-oxazol-5-one 7, which may be readily obtained from diethyl acetamidomalonate, undergoes high-yielding arylation and vinylation at the 4-position with organolead triacetates to give compounds which may be hydrolysed to give either the α-aryl- or α-vinyl-N-acetylglycine or the corresponding ethyl ester. The kinetic resolution of a number of these derivatives by enzymic hydrolysis of either the amide or ester function has been demonstrated.

Reaction of Organolead Triacetates with 4-Ethoxycarbonyl-2-methyloxazol-5-one. The Synthesis of α-Aryl and α-Vinyl N-Acetylglycine Ethyl Esters and Their Enzymic Resolution.

An efficient synthesis of the moisture-sensitive compound, 4-ethoxycarbonyl-2-methyloxazol-5-one, has been achieved.This compound undergoes high-yielding arylation and vinylation at the 4-position with organolead triacetates to give compounds which in water are converted to α-aryl and α-vinyl N-acetylglycine ethyl esters.These α-substituted glycine derivatives may be kinetically resolved in very good yield and high enantiomeric excess by enzymic hydrolysis of either the ester group or the amide function of the corresponding carboxylic acids.