1,2,3,4,5-Pentafluoro-6-pentafluorophenoxybenzene → HCID 178454177, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 53 g (0.1 mol) of pentafluorophenyl ether of tert.butyloxycarbonyl-Nε -benzyloxycarbonyl-lysine in 300 ml of dioxane there is added, under vigorous stirring, a solution of 23 g (0.08 mol) of prolyl-arginine II in 100 ml of water. After two hours the solvent is evaporated and the residue is dissolved in 150 ml of dimethylformamide. The solution is stirred for 48 hours at room temperature (25° C.), dimethylformamide is distilled-off to 1/3 volume, whereafter the reaction mixture is poured into 1 liter of diethyl ether. A further treatment is effected as described in the case of compound I. After recrystallization of the product from a mixture of ethylacetate-ethanol-diethyl ether (3:1:30) there are obtained 47 g (75%) of tert.butyloxycarbonyl-Nε -benzyloxycarbonyl-lysyl-prolyl-arginine having the following properties: M.p. 90° C., [L]D20 -39° (c 1.0; 10% CH3COOH); Rf =0.51/A, "Eastman"/, 0.82/B, "Eastman"/; Ehis =0.34 (pH 2.4).

Provenance & Evidence