Aldehydes and ketones can be converted to their oximes in high yield by an exchange process involving heating with acetone oxime in acetic acid at 110o: J. Prakt. Chem., 331, 870 (1989).
N-Protected form of hydroxylamine. For O-alkylation with sodium bromoacetate, and acid hydrolysis to O-carboxymethylhydroxylamine hydrochloride, see: Org. Synth. Coll., 3, 172 (1955).
For use of this and other simple oximes in the formation, by DCC-coupling, of active esters of N-protected oligopeptides, which react with C-protected amino acids to give peptides in high yield, see: Chem. Pharm. Bull., 17, 2937 (1969).