Facile Synthesis of Lipophilic δ-Amino Acid Conjugates from 4-Alkoxy-dithionaphthoic Acids

Facile Synthesis of Lipophilic δ-Amino Acid Conjugates from 4-Alkoxy-dithionaphthoic Acids
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从 4-烷氧基-二硫代萘甲酸轻松合成亲脂性 δ-氨基酸缀合物

DOI:
10.1080/00397911.2011.565142
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发表时间:
2012
影响因子:
2.1
通讯作者:
Andrew J. Lampkins
Andrew J. Lampkins
中科院分区:
化学4区
文献类型:
--
作者:
Anna C. Worth;Catherine Needham;Donald B. Franklin;Andrew J. Lampkins

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摘要制备了新型的4-烷氧基二硫代膦酸,并证明了它们是δ-氨基酸偶联物的有价值的合成子。这些二硫酸是有效的合成和纯化,稳定的储存,并易于衍生,以促进硫酰化化学。为此,我们已经证明了二硫磷酸(6)成功地与受保护和未受保护的氨基酸偶联,产生稳定的硫酰胺偶联物(8和9)。图形抽象
Abstract Novel 4-alkoxy-dithionaphthoic acids were prepared and shown to be valuable synthons for δ-amino acid conjugates. These dithioacids are efficiently synthesized and purified, stable to storage, and easily derivatized to facilitate thioacylation chemistry. To this end, we have demonstrated dithionaphthoic acids (6) to successfully undergo coupling with both protected and unprotected amino acids, giving rise to stable thioamide conjugates (8 and 9). GRAPHICAL ABSTRACT