Murai Yuta, Hashidoko Yasuyuki, Hashimoto Makoto
Division of Applied Science, Graduate School of Agriculture, Hokkaido University, Sapporo, Japan.
Biosci Biotechnol Biochem. 2011;75(2):352-4. doi: 10.1271/bbb.100595. Epub 2011 Feb 7.
We report here a novel synthesis of optically active bishomotyrosine. The bishomotyrosine skeleton was constructed by using a Friedel-Crafts reaction between phenol and optically active N-Tfa-Glu(Cl)-OMe in triflic acid under the mild condition. Reduction and subsequent deprotection then afforded bishomotyrosine derivatives without any loss of optical purity.
我们在此报告一种新型的光学活性双高酪氨酸的合成方法。在温和条件下，通过在三氟甲磺酸中使苯酚与光学活性的N-三氟乙酰基-L-谷氨酸-γ-甲酯（N-Tfa-Glu(Cl)-OMe）之间发生傅克反应来构建双高酪氨酸骨架。然后进行还原及后续的脱保护反应，得到双高酪氨酸衍生物，且光学纯度没有任何损失。
