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本文引用的文献

1
Kedarcidin chromophore: synthesis of its proposed structure and evidence for a stereochemical revision.克癌菌素发色团：其假定结构的合成及立体化学修正的证据
J Am Chem Soc. 2007 May 2;129(17):5381-3. doi: 10.1021/ja071205b. Epub 2007 Apr 7.
2
Efficient construction of the kedarcidin chromophore ansamacrolide.
Org Lett. 2005 Jan 20;7(2):267-70. doi: 10.1021/ol0477374.
3
Use of polystyrene-supported DBU in the synthesis and alpha-selective glycosylation study of the unstable Schmidt donor of L-kedarosamine.
Org Lett. 2004 Mar 4;6(5):719-22. doi: 10.1021/ol036353v.
4
Enantioselective synthesis of kedarcidin chromophore aglycon in differentially protected form.
Angew Chem Int Ed Engl. 2002 Mar 15;41(6):1062-7. doi: 10.1002/1521-3773(20020315)41:6<1062::aid-anie1062>3.0.co;2-8.
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Evidence for facile atropisomerism and simple (non-nucleophilic) biradical-forming cycloaromatization within kedarcidin chromophore aglycon.
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6
Synthesis of the Kedarcidin Core Structure by a Transannular Cyclization Pathway Financial support from the National Institutes of Health is gratefully acknowledged.通过跨环环化途径合成克癌菌素核心结构 衷心感谢美国国立卫生研究院的资金支持。
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Kedarcidin chromophore: an enediyne that cleaves DNA in a sequence-specific manner.
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Selective proteolytic activity of the antitumor agent kedarcidin.抗肿瘤药物克氏菌素的选择性蛋白水解活性。
Proc Natl Acad Sci U S A. 1993 Sep 1;90(17):8009-12. doi: 10.1073/pnas.90.17.8009.
9
Structure of the new spiroketal-macrolide A82548A.新型螺环缩酮类大环内酯A82548A的结构
J Antibiot (Tokyo). 1995 Sep;48(9):990-6. doi: 10.7164/antibiotics.48.990.
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Synthesis of a hexasaccharide unit of a complex type of glycan chain of a glycoprotein.
Carbohydr Res. 1981 Jun 16;93(1):C1-5. doi: 10.1016/s0008-6215(00)80764-8.

L-克氏胺的保护形式合成及其高效掺入克氏菌素发色团的高级中间体中。

Synthesis of L-kedarosamine in protected form and its efficient incorporation into an advanced intermediate to kedarcidin chromophore.

作者信息

Ren Feng, Hogan Philip C, Anderson Alan J, Myers Andrew G

机构信息

Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA.

出版信息

Org Lett. 2007 May 10;9(10):1923-5. doi: 10.1021/ol070450x. Epub 2007 Apr 18.

DOI:10.1021/ol070450x
PMID:17439225
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3176327/
Abstract

An efficient route to the complex L-kedarosamine alpha-glycosidic ether 2, a synthetic precursor to kedarcidin chromophore, is described. Central to the route, which is suitable for the preparation of multigram amounts of material, is a short synthetic sequence from D-threonine to protected L-kedarosamine derivatives and methodology for their alpha-selective coupling with appropriate hydroxyl acceptors.

摘要

描述了一种合成复杂的L-克氏胺α-糖苷醚2（克氏菌素发色团的合成前体）的有效路线。该路线的核心是一个从D-苏氨酸到受保护的L-克氏胺衍生物的短合成序列，以及将它们与合适的羟基受体进行α-选择性偶联的方法，该路线适用于制备多克量的材料。