New method for the preparation of 3′- and 2′-O-phosphoramidites of 2′- and 3′-difluoromethyluridine derivatives

被引：3
|
作者：
Serafinowski, PJ [1 ]
Brown, CA [1 ]
机构：
[1] Inst Canc Res, CRC Ctr Canc Therapeut, Sutton SM2 5NG, Surrey, England
来源：
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 2002年 / 21卷 / 01期
关键词：
D O I：
10.1081/NCN-120006526
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Hydrogenation of 2-deoxy-2'-difluoromethylene-5'-O-dimethoxytrityluridine (1) and 3'-deoxy-3'-difluoromethylene-5'-O-dimethoxytrityluridine (7), gave the corresponding 2- and 3'-difluoromethyluridine derivatives 2a and 8a. Detritylation of compounds 2a, 2b and 8a, 8b resulted in the formation of 1-(2-deoxy-2-C-difluoromethyl-beta-D-arabino-pentofuranosyl)uracil (3a) and 1-(3-deoxy-3-C-difluoromethyl-beta-D-xylo-pento furanosyl)- uracil (9a) as well as corresponding minor isomers 3b and 9b. Compounds 3a and 3b were also obtained from 2-deoxy-2'-difluoromethylene-3,5'-O-(tetra-isopropyldisiloxane-1,3-diyl)uridine (4). Finally, phosphitylation of 2a and 8a provided the title 2- and 3'-0-phosphorarnidites 6 and 10.
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页码：1 / 13
页数：13
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