Sodium Thiosulfate → HCID 59857994, compound

Participants

Reaction Steps

To a suspension of Dess-Martin periodinane (0.0014 mol) in 10 mL CH2Cl2 was added a solution of 3-(6-tert-butoxycarbonylamino-pyridin-2-ylmethyl)-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester III-2 (0.001 mol) in 5 mL CH2Cl2 and the reaction mixture was stirred at room temperature for 18 h. 1 M Na2S2O3 (10 mL) was added to the reaction, and after stirring for 10 min, the reaction mixture was extracted with CH2Cl2 (10 mL×3). The combined organic layers were washed with 5% aqueous NaHCO3 (20 mL×3) and brine (20 mL×2). The organic layer was dried over anhydrous Na2SO4. The solvent was evaporated under reduced pressure. The residue was purified by column chromatography (silica gel, hexanes:EtOAc, 8:2) to give pure product (96%).

Provenance & Evidence