Imidazole → HCID 57974634, compound

Participants

Reaction Steps

To a solution of (2S,3R)-N-tert-butyloxycarbonyl-3-hydroxy-2 pyrrolidinecarboxylic acid methyl ester (1D) (736 mg, 3.00 mmol) in DMF (10 mL) at rt was added imidazole (1.02 g, 15.0 mmol), DMAP (12.0 mg), and tert-butydiphenylsilyl chloride (988 mg, 3.60 mmol). After stirring overnight, the reaction mixture was partitioned between H2O and CH2Cl2. The organic layer was washed with 1 M H3PO4, saturated aqueous NaHCO3 and brine, then dried (MgSO4), filtered and concentrated under reduced pressure. The residue was purified via silica gel chromatography (eluting with 30% EtOAc/hexane) to yield compound 1E (1.36 g).

Provenance & Evidence