HCID 11423959, compound → HCID 68937587, compound

Participants

Reaction Steps

The compound of Example 16H (574 mg, 2.1 mmol) was dissolved in 35 mL of dichloromethane and tert-butyldimethylsilylimidazole (0.54 mL, 2.8 mmol) was added. After stirring overnight, the reaction was diluted with dichloromethane and washed twice with 10% NaCl, then dried over MgSO4, filtered and concentrated in vacuo. After a second run using 340 mg of the starting diol, the combined unpurified product mixtures were purified by silica gel chromatography (200 mL of SiO2, elution with a gradient of 1:4 ethyl acetate:hexanes to ethyl acetate) to afford the titled compound (940 mg) contaminated with a small amount of a regioisomeric bis-TBS ether.

Provenance & Evidence