180293-94-1Relevant academic research and scientific papers
Enantioselective synthesis of (S)-2-(aminomethyl)butanedioic acid using chiral β-alanine α-enolate equivalents
Arvanitis, Elena,Motevalli, Majid,Wyatt, Peter B.
, p. 4277 - 4280 (1996)
(S)-2-(Aminomethyl)butanedioic acid (6) can been synthesised by stereoselective alkylation of the Na enolates of acyloxazolidinones 1a and 1b with methyl bromoacetate, then oxidation of the vinyl or dimethoxyphenyl substituent to a carboxyl group, followed by Curtius rearrangement and deprotection. The absolute configuration of 6 has been correlated with that of (S)-1-phenylethylamine by a combination of crystallographic and chemical means.
