201466-03-7Relevant articles and documents
Simple and stereocontrolled preparation of benzoylated phenylalanine using friedel - Crafts reaction in trifluoromethanesulfonic acid for photoaffinity labeling
Murai, Yuta,Wang, Lei,Muto, Yasuyuki,Sakihama, Yasuko,Hashidoko, Yasuyuki,Hatanaka, Yasumaru,Hashimoto, Makoto
, p. 2119 - 2126 (2013/10/22)
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 applied to synthesize novel photoreactive phenylalanine derivative, which has two photophores (benzophenone and diazirine). The detail analysis of photo-irradiation for two different photophores contained phenylalanine derivative was also investigated. The Japan Institute of Heterocyclic Chemistry.