An expeditious route to the synthesis of adenophostin A

被引：19

作者：

vanStraten, NCR ^{[1
]}

vanderMarel, GA ^{[1
]}

vanBoom, JH ^{[1
]}

机构：

[1] LEIDEN INST CHEM,GORLAEUS LABS,2300 RA LEIDEN,NETHERLANDS

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 20期

关键词：

D O I：

10.1016/0040-4039(96)00632-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Glycosylation of 1,2-O-isopropylidene-5-O-tert-butyldiphenylsilyl-alpha-D-ribofuranose (8) with ethyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-alpha/beta-D-glucopyranoside (7) under the agency of N-iodosuccinimide and trifluoromethanesulfonic acid (cat.) afforded alpha-linked dimer 10 in 95% yield. Vorbruggen-type condensation of 12, obtained by deacetonation of 10 and subsequent acetylation, with bis-trimethylsilyl N-6-benzoyl adenine gave adenosyl glucoside 13. Protective group manipulations followed by phosphorylation furnished, after deprotection, homogeneous 2 in high overall yield. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：3599 / 3602

页数：4

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