4-Toluenesulfonyl chloride → HCID 178501352, compound

Participants

Reaction Conditions

Reaction Steps

To a -78° C. THF (5 mL) solution of compound 7 (436 mg, 0.67 mmol) was added IN THF solution of sodium bis(trimethylsilyl)amide (0.67 mL, 0.67 mmol), and the resultant solution was stirred for 15 min. p-Toluenesulfonyl chloride (134 mg, 0.70 mmol) was added, and the mixture was stirred at -78° C. for 4 h and at -20° C. for 21/2 days. The reaction mixture was partitioned between EtOAc and H2O. The organic layer was dried (Na2SO4) and concentrated. The residue was purified by silica gel chromatography (Et2O:hexane/3:2) to afford 210 mg (48%) of the title product.

Provenance & Evidence