Synthesis and antiviral activity of phosphonoacetic and phosphonoformic acid esters of 5-bromo-2'-deoxyuridine and related pyrimidine nucleosides and …

RW Lambert, JA Martin, GJ Thomas…

Index: Lambert, Robert W.; Martin, Joseph A.; Thomas, Gareth J.; Duncan, Ian B.; Hall, Michael J.; Heimer, Edgar P. Journal of Medicinal Chemistry, 1989 , vol. 32, # 2 p. 367 - 374

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Citation Number: 41

Abstract

Phosphonoacetic acid (PAA, 1) was coupled with various acyclonucleosides, 2 '- deoxyuridines, cytidines, and arabinosyluracils, with 2, 4, 6-triisopropylbenzenesulfonyl chloride (TPS) or dicyclohexylcarbodiimide (DCCI) as condensing agents, to give a range of phosphonate esters. The carboxylic ester linkage of PAA to the 5'-position of 5-bromo-2'- deoxyuridine (BUdR, 3) was achieved via the mixed anhydride formed from ( ...