Collect. Czech. Chem. Commun. 1988, 53, 2791-2800

A modified benzhydrylamine - A useful handle reagent for Fmoc based solid phase synthesis of peptide amides

Susumu Funakoshi, Eigoro Murayama, Lili Guo, Nobutaka Fujii and Haruaki Yajima

Faculty of Pharmaceutical Sciences, Kyoto University, Kyoto 606, Japan


Usefulness of a dimethoxybenzhydrylamine derivative, 3-(3-(Fmoc-amino-4-methoxyphenylmethyl)-4-methoxyphenyl)propionic acid, for Fmoc-based solid phase synthesis of peptide amides was demonstrated by preparation of three biologically active peptide amides, i.e. tetragastrin, neuromedin B and [8-arginine]vasopressin. 1M trimethylsilyl bromide-thioanisole (molar ratio 1 : 1) in trifluoroacetic acid was recommended as a deprotecting reagent for releasing the peptide amides from the resin.