Triphenylphosphine → HCID 18518335, compound

Participants

Reaction Steps

A solution of 6-[N-(tert-butoxycarbonyl)-N-methylamino]-2-pyridylethanol (397 mg, 1.58 mmole) and diisopropyl azodicarboxylate (0.31 mL, 1.58 mmole) in anhydrous CH2Cl2 (8 mL) was added dropwise over 10 min to a solution of ethyl (±)-10, 11-dihydro-3-hydroxydibenzo[b,f]oxepine-10-acetate (186 mg, 0.63 mmole) and triphenylphosphine (413 mg, 1.58 mmole) in anhydrous CH2Cl2 (3.2 mL) at RT under argon. After 22 hr, the reaction was concentrated on the rotavap, and the residue was flash chromatographed on silica gel (2-13% EtOAc/hexanes) to give the title compound (146 mg,44%) as a clear oil: MS (ES) m/e 533.0 (M+H)+.

Provenance & Evidence