Triphenylphosphine → 3((1-BOC-2-(S)-pyrrolidinyl)methoxy)-5-trifluoromethylpyridine

Participants

Reaction Steps

A 333 mg (1.20 mmol) sample of 1-BOC-2-(S)-azetidinemethanol, prepared as in Example 7b above, and 230 mg (1.30 mmol) of 3-hydroxy-5-trifluoromethylpyridine, from step 66b above, were reacted with triphenylphosphine and DEAD (1.2 mmol each) in 5 mL of THF according to the procedure of Example 14a, to give 360 mg of the title compound. MS (DCI/NH3) m/e 347 (M+H)+. 1H NMR (CDCl3, 300 MHz) δ: 8.50 (s, 1H), 8.48 (s, 1H), 7.46 (s, 1H), 4.28-3.90 (m, 3H), 3.48-3.84 (m, 2H), 2.12-1.87 (m, 4H).

Provenance & Evidence