方便地获得β-取代半胱氨酸和β-和γ-巯基脯氨酸

IF 1.1 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Canadian Journal of Chemistry Pub Date : 2023-02-15 DOI:10.1139/cjc-2022-0161

Jacob C. Hansen, Marco Rabuffetti, L. Bunch

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引用次数: 0

摘要

本文介绍了一种以对甲氧苄硫醇为硫源，以α、β-不饱和α-氨基酯为原料，合成β-取代的半胱氨酸类似物1a、b和反式β-巯基脯氨酸1c的简便方法。中间体β-硫醚在色谱纯化方面是稳定的，经过全局脱保护后得到的β-巯基氨基酸1a-c收率较高(64%-99%)。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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Convenient access to β-substituted cysteines and β- and γ-mercapto prolines

Herein we describe a convenient method for the synthesis of the β-substituted Cys analogs 1a, b and trans-β-mercapto proline 1c, from their corresponding α,β-unsaturated-α-amino esters using p-methoxybenzyl mercaptan as the sulfur source. The intermediate β-thioethers are stable toward chromatographic purification, and after global deprotection the β-mercapto amino acids 1a–c are obtained in good to high yields (64%–99%).

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来源期刊

Canadian Journal of Chemistry 化学-化学综合

CiteScore

1.90

自引率

9.10%

发文量

审稿时长

1 months

期刊介绍： Published since 1929, the Canadian Journal of Chemistry reports current research findings in all branches of chemistry. It includes the traditional areas of analytical, inorganic, organic, and physical-theoretical chemistry and newer interdisciplinary areas such as materials science, spectroscopy, chemical physics, and biological, medicinal and environmental chemistry. Articles describing original research are welcomed.