Synthesis of meso-2′,3′-dideoxy-3′β-hydroxymethyl carbocyclic nucleosides as potential antiviral drugs. Unusual competitive 2-O-versus N1-alkylation of 3-substituted pyrimidines under Mitsunobu conditions

Synthesis of meso-2′,3′-dideoxy-3′β-hydroxymethyl carbocyclic nucleosides as potential antiviral drugs. Unusual competitive 2-O-versus N1-alkylation of 3-substituted pyrimidines under Mitsunobu conditions
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Mitsunobu 条件下合成内消旋-2′,3′-二脱氧-3′β-羟甲基碳环核苷作为潜在的抗病毒药物。

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发表时间:
1994
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影响因子:
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通讯作者:
M. Lucas
M. Lucas
中科院分区:
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文献类型:
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作者:
C. Bonnal;C. Chavis;M. Lucas

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描述了在Mitsunobu条件下通过内消旋-β,β'-二取代环戊醇对受保护的嘌呤和嘧啶进行烷基化来合成内消旋-2',3'-二脱氧-3'β-羟甲基碳环核苷作为潜在的抗病毒药物。 2-O-vs 异常竞争的化学证据提出了 3-取代嘧啶的 N1-烷基化。
The synthesis of meso-2′,3′-dideoxy-3′β-hydroxymethyl carbocyclic nucleosides as potential antiviral drugs via the alkylation of protected purines and pyrimidines with meso-β,β′-disubstituted cyclopentanols under Mitsunobu conditions is described. Chemical evidence for an unusual competitive 2-O-vs. N1-alkylation of 3-substituted pyrimidines is presented.