O-Alkyl-5', 5'-dinucleoside phosphates as prodrugs of 3'-azidothymidine and cordycepin

C Meier, JM Neumann, F Andre, Y Henin…

Index: Meier; Neumann; Andre; Henin; Huynh-Dinh Journal of Organic Chemistry, 1992 , vol. 57, # 26 p. 7300 - 7308

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Citation Number: 33

Abstract

The syntheses of two O-alkyl-5', 5'-dinucleoside phosphotriesters 2a and 2b as combined prodrugs of the antiviral drug AZT (1) and the antibiotic agent cordycepin (3) are described. 2a, b were obtained as a 1: 1 diastereomeric mixture. The absolute configuration of the isolated diastereomers was determined by NOE NMR experiments and correlated with the migration characteristics on silica gel as well as the 31P-NMR chemical shift. The ...

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