121137-17-5Relevant articles and documents
Reaction of N-Benzoyl-2-bromoglycine Methyl Ester with Deprotonated Nitroalkanes: Synthesis of β-Nitro and α,β-Dehydro Amino Acid Derivatives
Burgess, Vicky A.,Easton, Christopher J.
, p. 1063 - 1070 (2007/10/02)
N-Benzoyl-2-bromoglycine methyl ester (1) reacted with the alkyl nitronates (2a-e) to give the corresponding β-nitro amino acid derivatives (4a-e).Elimination reactions of (4a-d) afforded the α,β-dehydro amino acid derivatives (5a-d).Treatment of the β-nitrovaline derivative (4b) with tributyltin hydride gave the valine derivative (8).Reduction of the β-nitroalanine derivative (4a) gave the β-aminoalanine derivative (9), characterized by hydrolysis to 2,3-diaminopropionic acid hydrochloride