Water → HCID 131720362, compound

Participants

Reaction Steps

To a stirred solution of the compound of Step G, Example 2, (300.0 mg, 0.85 mmol) and triethylamine (1.18 mL, 8.5 mmol) in CH2Cl2 (50 mL), under N2, at room temperature, was added dropwise a solution of triphosgene (84.0 mg, 0.28 mmol) in CH2Cl2 (10 mL) over a period of 15 minutes. The solution was stirred at room temperature for 10 minutes. A mixture of CH2Cl2 (100 mL) and H2O (50 mL) was added. The organic layer was separated, dried over MgSO4 and concentrated under reduced pressure to dryness. The residue was chromatographed on silica gel using 25% ethyl acetate in hexane as eluent. Fractions containing the title compound were combined and evaporated under reduce pressure to yield the title compound, a compound of the invention, as a white solid (84.0 mg), 26%; m.p. 154°-156° C., IR (nujol, cm-1): 1720.4 (C=O); 1H NMR δ: 0.61-0.63 (q,1H), 1.32-1.36 (m,4H), 2.01-2.03 (m,1H), 2.11-2.18 (m,1H), 3.12-3.18 (d,1H), 4.18-4.28 (m,4H), 6.37-6.41 (d,1H), 7.32-7.35 (d,1H), 7.59-7.62 (d,1H), 7.94-7.99 (d,1H).

Provenance & Evidence