Trityl chloride → 3-Tetradecylthioacetylamino-1-triphenylmethyloxypropan-2-ol

Participants

Reaction Conditions

Reaction Steps

Chlorotriphenylmethane (2.833 g, 10.16 mmol) was added to a solution of 3-tetradecylthioacetylaminopropane-1,2-diol (example 2) (3 g, 8.30 mmol) in pyridine (2.5 ml). The reaction mixture was stirred at 50° C. for 24 hours and the solvent was then vacuum evaporated. The residue was taken up in water and extracted with dichloromethane. The organic phase was washed with 1 N aqueous hydrochloric acid then with an aqueous solution saturated in sodium chloride. It was dried on magnesium sulfate, filtered and the solvent was evaporated. The residue obtained (6.36 g) was purified by chromatography on silica gel (eluent: dichloromethane/ethyl acetate 98:2) to give the desired compound in the form of a white powder.

Provenance & Evidence