Chemical & Pharmaceutical Bulletin 2009-02-01

Deprotection of the indole (N(ind))-formyl (For) group on tryptophan employing a new reagent, N,N'-dimethylethylendiamine (DMEDA) in an aqueous solution.

Takenao Odagami, Yuko Tsuda, Yuji Kogami, Hiroyuki Kouji, Yoshio Okada

Index: Chem. Pharm. Bull. 57(2) , 211-3, (2009)

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Abstract

The deprotection of the indole (N(ind))-formyl (For) group on Trp was achieved in a 95% yield using N,N'-dimethylethylendiamine (DMEDA) (1.5, 2.0, 3.0 eq) in water at room temperature. A new reagent was successfully applied to the deprotection of a model peptide, H-Phe-Trp(N(ind)-For)-Lys-Tyr-OH, to give H-Phe-Trp-Lys-Tyr-OH in a 91% yield.