Preparation of Amino(diethoxyphosphoryl)acetic Esters. Catalytic Hydrogenation of Diazo Compounds to Amines

Article abstract of DOI:10.1055/s-1988-27591

tert-Butyl amino(diethoxyphosphoryl)acetate (2a) is prepared on a multigram scale from tert-butyl diethoxyphosphorylacetate (1a) in a facile two-step synthesis.The method involves the formation of diazo derivative 4 and subsequent catalytic hydrogenation.Compound 2a is also synthesized by reduction of the oxime derivative 3.Direct amination of diethoxyphosphorylacetic esters with chloramine gives other types of esters 2b-e in addition to the tert-butyl ester 2a.