An improved synthesis of (2S, 4S)‐ and (2S, 4R)‐2‐amino‐4‐methyldecanoic acids: assignment of the stereochemistry of culicinins
An improved synthesis of (2S, 4S)‐ and (2S, 4R)‐2‐amino‐4‐methyldecanoic acids: assignment of the stereochemistry of culicinins
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DOI：
10.1002/psc.1376
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发表时间：
2011-08
影响因子：
2.1
通讯作者：
Wei Zhang-;Ning Ding;Yingxia Li
中科院分区：
文献类型：
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作者：
Wei Zhang-;Ning Ding;Yingxia Li
使用谷氨酸衍生物作为起始原料，埃文斯不对称烷基化作为决定性步骤，改进了 (2S, 4S)- 和 (2S, 4R)-2-氨基-4-甲基癸酸的合成。测量了两种非对映异构体的NMR数据并与天然产物的NMR数据进行比较。结果，culicinins中这个新氨基酸单元的立体化学被指定为(2S，4R)。版权所有 © 2011 欧洲肽协会和 John Wiley & Sons, Ltd.
An improved synthesis of (2S, 4S)‐ and (2S, 4R)‐2‐amino‐4‐methyldecanoic acids was accomplished using a glutamate derivative as starting material and Evans' asymmetric alkylation as the decisive step. The NMR data of the two diastereomers were measured and compared with those of the natural product. As a result, the stereochemistry of this novel amino acid unit in culicinins was assigned as (2S, 4R). Copyright © 2011 European Peptide Society and John Wiley & Sons, Ltd.