Triphenylphosphine → HCID 86749091, compound

Participants

Reaction Steps

Allyl 6β-[(allyloxycarbonyl)(1,3-dithiolan-2-ylidene)acetamido]-2,2-dimethylpenam-3-carboxylate (485 mg, 1 mmol) was dissolved in a mixture of dimethylformamide (2 mL), ethyl acetate (2 mL) and 0.5N sodium 2-ethylhexanoate/ethyl acetate solution (4 mL), and treated with triphenyl-phosphine (30 mg) and tetrakis(triphenylphosphine)palladium(0) (30 mg). The reaction mixture was stirred at room temperature for 1 h under a nitrogen atmosphere. The resulting precipitate was collected by filtration, washed successively with ethyl acetate and diethyl ether, and dried under vacuum to give the title compound (388 mg, 87%) as a light yellow powder: 1H NMR (D2O) δ 1.31 and 1.36 (each 3H, s, C2 -(CH3)2), 3.30-3.50 (4H, m, SCH2CH2S), 3.96 (1H, s, C3 -H), 5.98 (1H, d, J=5Hz, C6 -H).

Provenance & Evidence