136052-73-8Relevant academic research and scientific papers
EVALUATION OF THE N-PHTHALOYL MOIETY AS PROTECTING GROUP IN AMINOACYLPHOSPHONIC DERIVATIVES
Breuer, Eli,Safadi, Muhammad,Chorev, Michael,Gibson, Dan
, p. 239 - 246 (2007/10/02)
Reaction of dimethyl benzoylphosphonate with hydrazine hydrate gave exclusively benzhydrazide.Reaction of methyl lithium benzoylphosphonate with hydrazine hydrate gave the corresponding hydrazone (3) as a 65:35 mixture of E and Z isomers.Reaction of hydrazine hydrate with diisopropyl 4-phthalimidobutanoylphosphonate gave mainly products resulting from nucleopholic attack of hydrazine on the carbonyl of the acylphosphonate and only a small percentage of phthalhydrazide.From our results it appears that the N-phthaloyl protecting group is not suitable for the transient protection of amino groups during attempts to synthesize aminoacylphosphonates.
