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首页> 外文期刊>Tetrahedron >Studies on the synthesis of orthogonally protected azalanthionines, and of routes towards beta-methyl azalanthionines, by ring opening of N-activated aziridine-2-carboxylates
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Studies on the synthesis of orthogonally protected azalanthionines, and of routes towards beta-methyl azalanthionines, by ring opening of N-activated aziridine-2-carboxylates

机译：通过N-活化的氮丙啶-2-羧酸酯的开环来合成正交保护的氮杂富硫氨酸的合成方法以及通往β-甲基氮杂富硫氨酸的途径的研究

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摘要

Orthogonally protected azalanthionines were successfully synthesised by the ring-opening of N-activated aziridine-2-carboxylates with protected diaminopropanoic acids (DAPs). The required DAPs were also prepared by ring-opening of N-activated aziridine-2-carboxylates with para-methoxybenzylamine, but it was found that the choice of aziridine protecting groups dictated both the success of the reaction as well as the regioselectivity of the isolated products. Attempts to extend the methodology to the preparation of the more sterically demanding beta-methyl azalanthionines have, so far, been unsuccessful. (C) 2014 Elsevier Ltd. All rights reserved.
机译：通过N-活化的氮丙啶-2-羧酸盐与受保护的二氨基丙酸（DAP）的开环，成功合成了正交保护的氮杂硫氨酸。还可以通过用对甲氧基苄胺将N-活化的氮丙啶-2-羧酸酯开环来制备所需的DAP，但发现氮丙啶保护基的选择既决定了反应的成功程度，也决定了所分离化合物的区域选择性。产品。迄今为止，尝试将方法学扩展到制备更立体要求更高的β-甲基氮杂硫氨酸的方法均未成功。 （C）2014 Elsevier Ltd.保留所有权利。

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