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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.

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。

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本文引用的文献

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Efficient construction of the kedarcidin chromophore ansamacrolide.
Org Lett. 2005 Jan 20;7(2):267-70. doi: 10.1021/ol0477374.
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Proc Natl Acad Sci U S A. 1993 Apr 1;90(7):2822-6. doi: 10.1073/pnas.90.7.2822.
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