α-Methylphenacyl thioesters as convenient thioacid precursors
α-Methylphenacyl thioesters as convenient thioacid precursors
复制标题
α-甲基苯甲酰基硫酯作为方便的硫代酸前体
DOI：
10.1039/c6ob02256a
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发表时间：
2016
影响因子：
3.2
通讯作者：
Kaname Sasaki
中科院分区：
文献类型：
--
作者：
Toru Hatanaka;Ryosuke Yuki;Ryota Saito;Kaname Sasaki
α-甲基苯基（Mpa）硫酯被描述为硫酸的前体。Mpa硫酯可以通过羧酸和phenacyl硫醇的缩合得到，不需要柱层析就可以很容易地制备。在常规硫酸保护基团存在的情况下，用锌粉还原Mpa硫酯选择性地去保护。此外，Mpa基团与Boc基团表现出正交反应性。这些特征有望促进复合硫酸的制备，包括肽中的那些。
α-Methylphenacyl (Mpa) thioesters are described as precursors of thioacids. Mpa thioesters are accessible via the condensation of carboxylic acids and phenacyl thiol, which is easily prepared without column chromatography. The Mpa thioesters are selectively deprotected by reduction with zinc dust in the presence of conventional thioacid protecting groups. In addition, the Mpa group exhibits orthogonal reactivity to the Boc group. These features are expected to facilitate the preparation of complex thioacids, including those in peptides.