Efficient synthesis of protected sulfonopeptides from N-protected 2-aminoalkyl xanthates and thioacetates

Efficient synthesis of protected sulfonopeptides from N-protected 2-aminoalkyl xanthates and thioacetates
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从 N-保护的 2-氨基烷基黄原酸盐和硫代乙酸盐高效合成受保护的磺肽

DOI:
10.1016/j.tet.2013.08.028
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发表时间:
2013-10-28
期刊:
影响因子:
2.1
通讯作者:
Xu, Jiaxi
Xu, Jiaxi
中科院分区:
化学3区
文献类型:
--
作者:
Kakaei, Saeed;Xu, Jiaxi

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以2-氨基烷基黄原酸酯或硫代乙酸酯为原料,经N-氯代丁二酰亚胺(NCS)/盐酸氧化氯化得到相应的磺酰氯,再与氨基酯进行氨解反应,得到了一种高效、简便的磺酰肽保护体的合成方法。在目前的方法中,磺肽含有1-和2-取代牛磺酸制备令人满意的良好的收率。这是合成侧链功能化的磺基保护肽的有效方法。(C)2013爱思唯尔有限公司保留所有权利。
An efficient and convenient method was developed for the synthesis of protected sulfonopeptides via N-chlorosuccimide (NCS)/HCI oxidative chlorination of N-protected 2-aminoallcyl xanthates or thioacetates to the corresponding sulfonyl chlorides followed by aminolysis with amino esters. In the current method, sulfonopeptides containing 1- and 2-substituted taurines were prepared in satisfactory to good yields. It is a useful and efficient strategy for the synthesis of protected sulfonopeptides with functionalized side-chains. (C) 2013 Elsevier Ltd. All rights reserved.