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学科主题: 药学
题名:
Selective deprotection of the Cbz amine protecting group for the facile synthesis of kanamycin A dimers linked at N-3 ′′ position
作者: Chen, Gui-Hui; Pan, Pan; Chen, Ying; Meng, Xiang-Bao; Li, Zhong-Jun
关键词: Regioselective ; Aminoglycoside ; Kanamycin A ; Dimer
刊名: TETRAHEDRON
发表日期: 2009-08-01
DOI: 10.1016/j.tet.2009.06.002
卷: 65, 期:31, 页:5922-5927
收录类别: SCI ; IC ; CCR
文章类型: Article
WOS标题词: Science & Technology
类目[WOS]: Chemistry, Organic
研究领域[WOS]: Chemistry
关键词[WOS]: RNA-BINDING ; AMINOGLYCOSIDE ANTIBIOTICS ; RESISTANCE ; DESIGN
英文摘要:

The optimal conditions for the regioselective deprotection of per-N-Cbz-kanamycin A and the reaction mechanism was investigated. We found that the Cbz group at N-3 ′′ position was selectively deprotected under milder basic conditions and the cyclic carbamate is an intermediate of the deprotection reaction. The selective deprotection of the amine protecting group enable us to synthesize several kanamycin A dimers linked at N-3 ′′ position in a straightforward way. (C) 2009 Elsevier Ltd. All rights reserved.

语种: 英语
所属项目编号: 2004CB518904
项目资助者: National Basic Research Program (973 Program)
WOS记录号: WOS:000268217000007
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/58883
Appears in Collections:北京大学药学院_期刊论文

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作者单位: Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China

Recommended Citation:
Chen, Gui-Hui,Pan, Pan,Chen, Ying,et al. Selective deprotection of the Cbz amine protecting group for the facile synthesis of kanamycin A dimers linked at N-3 ′′ position[J]. TETRAHEDRON,2009,65(31):5922-5927.
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