Journal of medicinal chemistry

Neighboring group catalysis in the design of nucleotide prodrugs

S Khamnei, PF Torrence

文献索引：Khamnei, Shahrzad; Torrence, Paul F. Journal of Medicinal Chemistry, 1996 , vol. 39, # 20 p. 4109 - 4115

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被引用次数: 59

摘要

An approach is described for potential application to the delivery of polar nucleosides and nucleotides across lipophilic membranes, namely, nucleotide prodrugs based on salicyl phosphate. 3'-Azido-3'-deoxythymidine (AZT) and 3'-deoxythymidine (ddT) were chosen as models. For the synthesis of prototype compounds 1 and 2, the approach was first to react either methyl salicylate (for 1) or phenyl salicylate (for 2) with phosphorus oxychloride in ...