2-Mesitylenesulfonyl chloride → HCID 14677687, compound

Participants

Reaction Steps

The compound of Example 7, (430 mg, 1.7 mmoles) was taken up in dry pyridine (20 ml) and cooled to 0° under N2. 2,4,6-Trimethylphenylsulfonyl chloride (400 mg) was added at 0° and stirring was continued overnight at 0°. Additional 2,4,6-trimethylphenylsulfonyl chloride (75 mg) was added, and stirring was continued at 5° for 24 hours. The pyridine was removed under high vacuum and the residue was taken up in CHCl3, washed with dilute HCl, brine, dried and concentrated. Chromatography of the residue on silica gel using ethyl acetate gave the title compound as a mixture of the two diastereoisomers. NMR (90 MHz) (CDCl3) (ppm) 2.37 (3H, s), 2.67 (6H, s), 2.5-2.8 (1H, br), 3.27 (2H, d), 3.57 (2H, s), 3.70 (3H, s), 3.9-4.3 (3H, m), 4.75 (1H, m), 6.73 (1H, d), 6.97-7.25 (4H, m).

Provenance & Evidence