Studies on the total synthesis of tallysomycin. Synthesis of the threonylbithiazole moiety containing a structurally unique glycosylcarbinolamide.

Studies on the total synthesis of tallysomycin. Synthesis of the threonylbithiazole moiety containing a structurally unique glycosylcarbinolamide.
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DOI:
10.1021/ol0101178
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发表时间:
2001-09
期刊:
影响因子:
5.2
通讯作者:
M. Sznaidman;S. Hecht
M. Sznaidman;S. Hecht
中科院分区:
化学1区
文献类型:
--
作者:
M. Sznaidman;S. Hecht

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[结构:见正文]。他霉素是糖肽抗生素,首先从印度斯坦链球菌的发酵液中分离出来。它们在结构上与博莱霉素相关,但含有通过独特的糖基甲醇酰胺键连接的额外塔罗糖。在此,我们报告了一种关键的他霉素中间体的合成,该中间体结合了他霉素独特的糖基甲醇酰胺部分。
[structure: see text]. Tallysomycins are glycopeptide antibiotics that were first isolated from fermentation broths of Streptoalloteichus hindustanus. They are structurally related to the bleomycins but contain an additional talose sugar attached via a unique glycosylcarbinolamide linkage. Herein we report the synthesis of a key tallysomycin intermediate that incorporates the glycosylcarbinolamide moiety unique to the tallysomycins.