A CONVENIENT METHOD FOR THE SYNTHESIS OF 2',3'-DIDEHYDRO-2',3'-DIDEOXY-NUCLEOSIDES

被引：0
|
作者：
DORLAND, E [1 ]
SERAFINOWSKI, P [1 ]
机构：
[1] INST CANC RES, DRUG DEV SECT, COTSWOLD RD, SUTTON SM2 5NG, SURREY, ENGLAND
来源：
SYNTHESIS-STUTTGART | 1992年 / 05期
关键词：
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
9-(2,3-Dideoxy-beta-D-glyceropent-2-enofuranosyl)adenine (2',3'-didehydro-2',3'-dideoxyadenosine, 9a), 9-(2,3-dideoxy-beta-D-glycero-pent-2-enofuranosyl)hypoxanthine (2',3'-didehydro-2',3'-dideoxyinosine, 9b) and 4-amino-7-(2,3-dideoxy-beta-D-glyceropent-2-eno-furanosyl)pyrrolo[2,3-d]pyrimidine (2',3'-didehydro-2',3'-dideoxy-tubercidin, 9c) were prepared via a free radical beta-elimination of bromo and phenoxy(thiocarbonyl) leaving groups from appropriate 5'-O-(2-acetoxyisobutyryl)-2'(3')-phenoxy(thiocarbonyl)-3'(2')-bromo derivatives 6, 7 of adenosine (1a), inosine (1b) and tubercidin (1c) with tributyltin hydride and subsequent deprotection of the resulting 5'-O-(2-acetoxyisobutyryl)-2',3'-didehydro-2',3'-dideoxy-nucleosides 8a, Sb and 8c, respectively.
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页码：477 / 481
页数：5
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