Pentachlorophenol → N-t-butoxycarbonyl-leucyl-glycine-pentachlorophenyl ester

Beteiligte Stoffe

Reaktionsschritte

In 300 ml of tetrahydrofuran were dissolved 40.0 g of N-t-butoxycarbonyl-leucyl-glycine and 38.8 g of pentachlorophenol, after which 30.0 g of dicyclohexylcarbodiimide (DCC) was added with ice-cooling, and the resulting mixture was subjected to reaction overnight. The insoluble material was collected by filtration and the solvent was removed by distillation to obtain a solid, which was recrystallized from ethyl acetate and petroleum ether to obtain N-t-butoxycarbonyl-leucyl-glycine-pentachlorophenyl ester. Yield: 65.9 g (88.5%). [α]D24 =-23.4° (C=1, dimethylformamide). Melting point (Mp): 155°-157° C.

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