Acetic Anhydride → L-Alanine, N-formyl-N-hydroxy-

Participants

Reaction Conditions

Reaction Steps

0.05 mole of this ester was then dissolved in 25 ml of N-methylpyrrolidone and 0.051 mole hydroxylammonium chloride and 0.1 mole of triethylamine were added. The mixture was stirred overnight at 50° C., after which time it was poured into water, diethyl ether was added, the organic layer was evaporated down and the resulting product was purified by chromatography over silica using diethyl ether and methylene chloride as eluants. (R) t-butyl 2-hydroxyaminopropionate, having an optical rotation in chloroform solution of +22.6°, was obtained. This material could then be reacted with formic acid and acetic anhydride as described in (B) above, to give the required product.

Provenance & Evidence