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201466-03-7

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Simple and stereocontrolled preparation of benzoylated phenylalanine using friedel - Crafts reaction in trifluoromethanesulfonic acid for photoaffinity labeling
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.
Murai, Yuta,Wang, Lei,Muto, Yasuyuki,Sakihama, Yasuko,Hashidoko, Yasuyuki,Hatanaka, Yasumaru,Hashimoto, Makoto
p. 2119 - 2126
(2013/10/22)

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Chemical Properties

Boiling Point: 467.605 °C at 760 mmHg
Flash Point:236.599 °C
Density: 1.249 g/cm³
Storage Temp.:Keep in dark place,Sealed in dry,Room Temperature
Vapor Pressure: 1.52E-09mmHg at 25°C
Refractive Index: 1.615
PKA: 2.16±0.10(Predicted)
PSA: 80.39000
LogP: 2.57230

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