Synthesis of the 2-chloro analogs of 3'-deoxyadenosine, 2', 3'-dideoxyadenosine, and 2', 3'-didehydro-2', 3'-dideoxyadenosine as potential antiviral agents

A Rosowsky, VC Solan, JG Sodroski…

文献索引：Rosowsky, Andre; Solan, Vishnu C.; Sodroski, Joseph G.; Ruprecht, Ruth M. Journal of Medicinal Chemistry, 1989 , vol. 32, # 5 p. 1135 - 1140

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被引用次数: 26

摘要

2-Chloro-3'-deoxyadenosine (2-chlorocordycepin), 2-chloro-2', 3'-dideoxyadenosine (2- ClddAdo), and 2-chloro-2 ', 3 '-didehydro-2 ', 3 '-dideoxyadenosine (2-ClddeAdo) were synthesized from 2-chloroadenosine (2-ClAdo) as candidate antiretroviral agents on the basis that 2-chloro substitution would prevent enzymatic deamination and increase efficacy relative to 2', 3'-dideoxyadenosine (ddAdo). Reduction of 2-chloro-5'-(4, 4'-dimethoxytrityl)- ...