1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 178424990, compound

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Reaction Steps

To a solution of N-[2-[3-(1-(2-cyanoethyl)-5-tetrazolyl)-benzyloxy]-1(S)-cyanoethyl]-3-methyl-Nα-phenyl-L-phenylalaninamide (prepared according to examples 1(g) and 7 using intermediate of Example 1(e)), 160 mg, 0.30 mmol) in CH2Cl2 (10 mL) is added DBU (0.22 mL, 1.5 mmol) in one portion, and the solution is stirred at room temp. for 2 h., after which time the solution is washed with 1 N HCl (30 mL), brine (30 mL), dried (MgSO4), evaporated, and chromatographed (2% MeOH/CH2Cl2, 0 to 0.05% acetic acid) to yield N-[2-[3-(5-tetrazolyl)-benzyloxy]-1(S)-cyanoethyl]-3-methyl-Nα-phenyl-phenylalaninamide, as an off-white solid; m.p. 120-122° C.

Provenance & Evidence