Kjaersgaard U, Pedersen E B, Nielsen C, el-Torgoman A M
Department of Chemistry, Odense University, Denmark.
Acta Chem Scand (Cph). 1992 Oct;46(10):1016-20. doi: 10.3891/acta.chem.scand.46-1016.
The 3'-iodonucleosides 4 have been synthesized by condensation of silylated 5-alkyluracils 2 with methyl 5-O-tert-butyldiphenylsilyl-2,3-dideoxy-3-iodo-D-threo-pentofur anoside (3). 4 was treated with sodium azide and the deprotected nucleoside 5 was subsequently obtained by treatment with tetrabutylammonium fluoride. The nucleoside 4 produced the corresponding 2',3'-didehydro-2',3'-dideoxy nucleoside 6 and 3',4'-didehydro-2',3'-dideoxy nucleoside 7 in elimination reactions on treatment with sodium methoxide.
3'-碘代核苷4是通过甲硅烷基化的5-烷基尿嘧啶2与5-O-叔丁基二苯基甲硅烷基-2,3-二脱氧-3-碘-D-苏式-戊呋喃糖苷（3）缩合而成。4用叠氮化钠处理，随后用四丁基氟化铵处理得到脱保护的核苷5。核苷4在用甲醇钠处理的消除反应中生成相应的2',3'-二脱氢-2',3'-二脱氧核苷6和3',4'-二脱氢-2',3'-二脱氧核苷7。
