1-Substituted 2'-deoxyinosine analogues
1-Substituted 2'-deoxyinosine analogues
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DOI：
10.1039/a700987i
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发表时间：
1997-07-21
期刊：
影响因子：
--
通讯作者：
Varra, M
中科院分区：
文献类型：
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作者：
DeNapoli, L;Messere, A;Varra, M
当4-硝基苯基或2，4-二硝基苯基连接到其N-1位(产物1或2)上时，2‘，3’-二-O-乙酰基-2‘-脱氧肌苷的碱2-碳被强烈地激活以防止亲核攻击，1-(欧米伽-氨基烷基)-和1-(欧米伽-羟基烷基)-2’-脱氧肌苷衍生物5，8-10是通过用适当的α，奥米伽二胺或α，奥米伽羟胺处理嘌呤环而有效地合成的。此外，1-氨基-2‘-脱氧肌苷11和1-羟基-2’-脱氧肌苷13分别通过底物1和2分别与肼或羟胺反应，容易得到高产率。
The base 2-carbon of 2',3'-di-O-acetyl-2'-deoxyinosine is strongly activated towards nucleophillic attack when either the 4-nitrophenyl or 2,4-dinitrophenyl group is attached to its N-1 position (product 1 or 2), 1-(omega-Aminoalkyl)- and 1-(omega-hydroxyalkyl)-2'-deoxyinosine derivatives 5, 8-10 have been efficiently synthesized by a rearrangement of the purine ring upon treatment of compound 1 or 2 with the appropriate alpha,omega-diamine or alpha,omega-hydroxyamine. Moreover 1-amino-2'-deoxyinosine 11 and 1-hydroxy-2'-deoxyinosine 13 have been easily prepared in high yields by reaction of substrate 1 or 2, respectively with hydrazine or hydroxylamine.