Simple and stereocontrolled preparation of benzoylated phenylalanine using Friedel–Crafts reaction in trifluoromethanesulfonic acid for photoaffinity labeling

…, L Wang, Y Muto, Y Sakihama, Y Hashidoko…

Index: Murai, Yuta; Wang, Lei; Muto, Yasuyuki; Sakihama, Yasuko; Hashidoko, Yasuyuki; Hatanaka, Yasumaru; Hashimoto, Makoto Heterocycles, 2013 , vol. 87, # 10 p. 2119 - 2126

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Citation Number: 8

Abstract

Simple and stereocontrolled preparation of benzoylated phenylalanine derivatives from optically pure phenylalanine using Friedel-Crafts reaction in trifluoromethanesulfonic acid (TfOH) is reported; these derivatives are useful for photoaffinity labeling. Protected or unprotected phenylalanine derivatives were converted to benzoyl derivatives in TfOH at room temperature in a short time without loss of optical purity. The reaction condition was ...