79751-25-0Relevant academic research and scientific papers
Synthesis of N-Hydroxy-α-amino Acids by Alkylation of N-Benzylidene-α-amino Acid Methyl Ester N-oxides
Lau, Hans-Hermann,Schoellkopf, Ulrich
, p. 1378 - 1387 (2007/10/02)
The higher N-benzylidene-α-amino acid methyl ester N-oxides 3c-t were obtained from the lower nitrone esters 3a and b by base induced alkylation in α-position of the N->O-group.The compounds 3 were converted into the N-hydroxy-α-amino acid methyl esters 6 by heating with hydroxylamine hydrochloride in ethanol and into N-hydroxy-α-amino acids 7 with concd. hydrochloric acid. - Compound 3d was, on heating in toluene, converted to methyl 1-aza-7-oxabicycloheptanecarboxylate 8 by intramolecular cycloaddition.
