First total synthesis of a naturally occurring nucleoside disulfide: 9-(5′-Deoxy-5′-thio-β-D-xylofuranosyl)adenine disulfide

被引：4

作者：

Ding, Hai Xin ^{[1
]}

Da, Ling Cui ^{[1
]}

Yang, Ru Chun ^{[1
]}

Cao, Ban Peng ^{[1
]}

Sun, Qi ^{[1
]}

Xiao, Qiang ^{[1
]}

机构：

[1] Jiangxi Sci & Technol Normal Univ, Jiangxi Key Lab Organ Chem, Nanchang 330013, Peoples R China

来源：

CHINESE CHEMICAL LETTERS | 2012年 / 23卷 / 09期

关键词：

Naturally occurring nucleoside; Total synthesis; Vorbruggen glycosylation; Marine sponge; Nucleoside disulfide; NATURALLY-OCCURRING ANALOG; DORIS-VERRUCOSA;

D O I：

10.1016/j.cclet.2012.06.011

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A naturally occurring nucleoside disulfide, 9-(5'-deoxy-5'-thio-beta-D-xylofuranosyl)adenine disulfide, was first synthesized from D-xylose over 7 steps in 20% overall yield. The key step involved Vorbruggen glycosylation of silylated N-6-benzoyladenine with xylose diacetate moiety. (C) 2012 Qiang Xiao. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

引用

页码：996 / 998

页数：3

共 3 条

[1] First total synthesis of a naturally occurring nucleoside disulfide:9-(5'-Deoxy-5'-thio-β-D-xylofuranosyl)adenine disulfide
Hai Xin Ding
Chinese Chemical Letters, 2012, (09) : 996 - 998
[2] 9-(5′-Deoxy-5′-thio-β-D-xylofuranosyl)adenine Disulfide from the Southern Australian Marine Sponge Trachycladus laevispirulifer: the First Natural Occurrence of a Nucleoside Disulfide
Peng, Chongsheng
Gunaherath, G. M. Kamal B.
Piggott, Andrew M.
Khalil, Zeinab
Conte, Melissa
Capon, Robert J.
AUSTRALIAN JOURNAL OF CHEMISTRY, 2010, 63 (06) : 873 - 876
[3] First Total Synthesis of a Naturally Occurring Iodinated 5′-Deoxyxylofuranosyl Marine Nucleoside
Sun, Jianyun
Dou, Yanhui
Ding, Haixin
Yang, Ruchun
Sun, Qi
Xiao, Qiang
MARINE DRUGS, 2012, 10 (04): : 881 - 889

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