Triphenylphosphine → HCID 68813771, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of triphenylphosphine (40.6 mg, 0.155 mmol) in 1 mL THF at 0° C., was added diethyl azidodicarboxylate (24.5 μL, 0.155 mmol), dropwise. The mixture was stirred at 0° C. for 20 min, then a solution of Intermediate 188.6 (36 mg, 0.052 mmol) and (R)-3-hydroxytetrahydrofuran (8.3 μL, 0.103 mmol) in 1 mL THF was added dropwise. The mixture was stirred at 0° C. for 15 min and at rt for 14 h, then was concentrated. The crude residue was purified by flash chromatography (0 to 100% EtOAc/hexanes gradient) to afford 40.5 mg of Intermediate 204.1, contaminated with triphenylphosphine. LCMS (2 min gradient) RT=2.00 min, 768.25 (M+H)+.

Provenance & Evidence