AMINOPHOSPHONIC ACID AND AMINOPHOSPHINIC ACID ANALOGUES OF ASPARTIC ACID

Article abstract of DOI:10.1016/0040-4020(82)85087-4

4-Oxoazetidin-2-ylphosphonates and phosphinates, obtained from Arbusov reactions of 4-acetoxyazetidin-2-one and 4α-acetoxy-3β-phthalimido-2-one with a variety of phosphites and phosphonites, were hydrolysed to β-phosphono- and β-phosphino β-alanine (phosphono- and phosphinoaspartic acid) derivatives.In model studies for their incorporation in peptides, conditions for the selective removal of protecting groups for carboxylic acids, phosphonic and phosphinic acids, and amines, in derived di- and tripeptides were investigated.Alanyl and alanyl alanyl peptide incorporation into bacteria was studied.