用于寡核苷酸的区域选择性切割试剂的设计与合成。
Design and synthesis of regioselective cleaving reagents for oligonucleotides.
作者信息
Mori S, Ohgo Y, Tanaka H, Katoh A, Kaji H, Samejima T, Mitsunobu O
机构信息
Department of Chemistry, College of Science and Engineering, Aoyama Gakuin University, Tokyo, Japan.
出版信息
Nucleic Acids Symp Ser. 1993(29):45-6.
Reaction of methyl 2,3-anhydro-alpha-D-ribofuranoside with allylmagnesium chloride selectively took place at the 2-C position to afford methyl 2-C-allyl-2-deoxy-alpha-D-arabinofuranoside. 1-O-Acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose reacted with allylic alcohols in the presence of BF3.OEt2 to give the corresponding allyl beta-D-ribofuranosides. The allyl group in these compounds were converted into a variety of functional groups which include bromoacetoxy, oxylanyl, tosyloxy, and azide.
2,3-脱水-α-D-呋喃核糖苷甲酯与烯丙基氯化镁的反应选择性地发生在2-C位，得到2-C-烯丙基-2-脱氧-α-D-阿拉伯呋喃糖苷甲酯。1-O-乙酰基-2,3,5-三-O-苯甲酰基-β-D-呋喃核糖在BF3·Et2存在下与烯丙醇反应，得到相应的烯丙基β-D-呋喃核糖苷。这些化合物中的烯丙基可转化为多种官能团，包括溴乙酰氧基、氧杂环丙基、对甲苯磺酰氧基和叠氮基。
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