SYNTHESIS OF NUCLEOSIDE 5'-(β-D-GLUCOPYRANOSYL MONOPHOSPHATES) BY THE SUGAR ORTHO ESTER ROUTE

Article abstract of DOI:10.1016/S0008-6215(00)88057-X

exo-3,4,6-Tri-O-acetyl-1,2-O-(tert-butyl orthoacetyl)-α-D-glucopyranose reacts with nucleoside 5'-monophosphoric acids in N,N-dimethylformamide to give the nucleoside 5'-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl phosphoric acids).Reactions with 2'-deoxynucleoside 5'-monophosphoric acids gave the corresponding nucleoside 5'-(glucosyl monophosphates) in the 2'-deoxy series.