Synthesis of fluorophosphonylated acyclic nucleotide analogues via copper(I)-catalyzed Huisgen 1-3 dipolar cycloaddition

被引：24

作者：

Diab, Sonia Amel ^{[1
]}

Hienzch, Antje ^{[1
]}

Lebargy, Cyril ^{[1
]}

Guillarme, Stephane ^{[1
]}

Pfund, Emmanuel ^{[1
]}

Lequeux, Thierry ^{[1
]}

机构：

[1] Univ Caen Basse Normandie, ENSICAEN, Lab Chim Mol & Thioorgan, CNRS,UMR 6507,FR3038, F-14050 Caen, France

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2009年 / 7卷 / 21期

关键词：

PURINE NUCLEOSIDE PHOSPHORYLASE; ALKYNE 1,3-DIPOLAR CYCLOADDITION; HUMAN-IMMUNODEFICIENCY-VIRUS; PANCREATIC NECROSIS VIRUS; CLICK CHEMISTRY APPROACH; AZIDE-ALKYNE; THYMIDINE PHOSPHORYLASE; BIOLOGICAL EVALUATION; PHOSPHONATE ANALOGS; CYTOSTATIC ACTIVITY;

D O I：

10.1039/b912724k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Preparation of several acyclonucleosides containing both a difluoromethylphosphonate group and a triazole moiety is described starting from a difluorophosphonosulfide. The key step of the synthesis involves a copper(I)-catalyzed Huisgen 1-3 dipolar cycloaddition between difluorophosphonylated azides and propargylated nucleobases derived from thymine and 2-amino-6-chloropurine.

引用

页码：4481 / 4490

页数：10

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