Water → HCID 178480290, compound

Participants

Reaction Steps

To a solution of Example 63B (220 mg, 0.474 mmol) and triethylamine (0.132 ml, 0.947 mmol) in CH2Cl2 (6 ml) was added methanesulfonyl chloride (0.055 ml, 0.710 mmol) dropwise. The mixture was stirred at ambient temperature for 2 hours then portioned between CH2Cl2 and water. The organic extract was washed with brine and concentrated. Purification by chromatography (silica gel, MeOH/Et3N (9:1) in CH2Cl2 in 0-30% gradient) provided 160 mg (62% yield) of the title compound. 1H NMR (300 MHz, CDCl3) δ ppm 0.41-0.68 (m, 4H), 1.01-1.18 (m, 1H), 1.41-1.49 (m, 9H), 2.25-2.45 (m, 2H), 2.91 (s, 3H), 3.71-3.80 (m, 1H), 3.83 (s, 3H), 3.93-4.07 (m, 1H), 4.14-4.33 (m, 4H), 4.59-4.80 (m, 1H), 6.95-7.06 (m, 2H), 7.50 (dd, J=8.82, 1.70 Hz, 1H), 7.92 (d, J=2.37 Hz, 1H); MS (DCI/NH3) m/z 543 (M+H)+.

Provenance & Evidence