Synthesis of the (E)-dehydrobutyrine-thiazoline-proline-leucine fragment of vioprolides B and D
Synthesis of the (E)-dehydrobutyrine-thiazoline-proline-leucine fragment of vioprolides B and D
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DOI：
10.1016/j.tetlet.2013.04.017
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发表时间：
2013-06-12
影响因子：
1.8
通讯作者：
Thomas, Eric J.
中科院分区：
文献类型：
--
作者：
Liu, Hao;Thomas, Eric J.
报道了将噻唑啉和（E）-脱氢丁酸组分引入到紫罗内酯B和D的四肽衍生片段中的方法。首先引入（E）-脱氢丁酸，但由于脱氢丁酸的碳-碳双键似乎与相邻的硫醇不相容，因此噻唑啉通过含丝氨酸的硫代酰胺的脱水而不是通过半胱氨酰类似物的脱水来组装。(C)2013爱思唯尔有限公司保留所有权利。
A procedure is reported for the introduction of both the thiazoline and (E)-dehydrobutyrine components into a tetrapeptide-derived fragment of vioprolides B and D. The (E)-dehydrobutyrine is introduced first but, as the carbon-carbon double-bond of the dehydrobutyrine appeared incompatible with an adjacent thiol, the thiazoline was assembled by dehydration of a serine containing thioamide not by dehydration of a cysteinyl analogue. (C) 2013 Elsevier Ltd. All rights reserved.