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
收藏
页码：4481 / 4490
页数：10
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