Trifluoroacetic acid → ethyl 3-(((2R,4R)-4-(benzyloxymethoxy)pyrrolidin-2-yl)methoxy)picolinate

Participants

Reaction Conditions

Reaction Steps

To an ice-cold solution of ethyl 3-(((2R,4R)-4-(benzyloxymethoxy)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)methoxy)picolinate (845 mg, 1.74 mmol, EXAMPLE 79 Step 3) in dichloromethane (12 mL) was added trifluoroacetic acid, and the mixture was stirred at 0° C. for 1 h. The mixture was warmed to room temperature and stirred for 1 h at this temperature, then the mixture was concentrated in vacuo to afford an oil. The residual oil was purified by NH-gel column chromatography (ethyl acetate only to methanol/ethyl acetate 1:10) to give 200 mg (30%) of the title compound as a pale yellow oil.

Provenance & Evidence