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学科主题: 药学
题名:
Synthesis of 3-deoxy-3-nucleobase-2,5-anhydro-D-mannitol: a novel class of hydroxymethyl-branched isonucleosides
作者: Lei, Z; Min, JM; Zhang, LH
刊名: TETRAHEDRON-ASYMMETRY
发表日期: 2000-07-28
卷: 11, 期:14, 页:2899-2906
收录类别: SCI ; IC
文章类型: Article
WOS标题词: Science & Technology
类目[WOS]: Chemistry, Inorganic & Nuclear ; Chemistry, Organic ; Chemistry, Physical
研究领域[WOS]: Chemistry
关键词[WOS]: HUMAN IMMUNODEFICIENCY VIRUS ; ANTI-HIV AGENTS ; ANTIVIRAL ACTIVITY ; PYRIMIDINE ISODIDEOXYNUCLEOSIDES ; ISOMERIC DIDEOXYNUCLEOSIDES ; OXETANOCIN ; NUCLEOSIDES ; DERIVATIVES ; ANALOG
英文摘要:

A concise synthesis of 3-deoxy-3-nucleobase-2,5-anhydro-D-mannitol 6(a-d) has been achieved, using the deamination of 2-amino-2-deoxy-D-glucose to construct in one step the sugar skeleton with the desired sense of chirality at each asymmetric center. The selective dibenzoylation of 2,5-anhydro-D-mannitol 9 was investigated, and the key epoxide intermediate 13 was obtained in good yield via an intramolecular Mitsunobu reaction. The process of opening of epoxide 13 by nucleobases appeared to be regioselective. (C) 2000 Elsevier Science Ltd. All rights reserved.

语种: 英语
WOS记录号: WOS:000088856500005
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/52734
Appears in Collections:北京大学药学院_期刊论文

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作者单位: Beijing Med Univ, Sch Pharmaceut Sci, Beijing 100083, Peoples R China

Recommended Citation:
Lei, Z,Min, JM,Zhang, LH. Synthesis of 3-deoxy-3-nucleobase-2,5-anhydro-D-mannitol: a novel class of hydroxymethyl-branched isonucleosides[J]. TETRAHEDRON-ASYMMETRY,2000,11(14):2899-2906.
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