MILD BASIC AND HIGHLY SELECTIVE HYDROLYSIS OF AN ARYL-ALKYL 1-H-PHOSPHONATE DIESTER: PREPARATION OF THE MONO-1-H-PHOSPHONYLATED DIPEPTIDE Z-Ser(OPO2H2)-Tyr(OH)NH2.

Article abstract of DOI:10.1016/S0040-4039(00)96539-0

Basic hydrolysis (pyridine-water) of a 2,2,2-trifluoroethyl tyrosinyl 1-H-phosphonate diester affords predominantly a 2,2,2-trifluoroethyl 1-H-phosphonate mono-ester and tyrosine.The latter finding has been applied to the synthesis of a dipeptide consisting of a 1-H-phosphonylated serine and a non-1-H-phosphonylated tyrosine moiety.