反应详情

A solution of 17 (3.93 g, 4.99 mmol) in CF3CO2H (35%) in CH2Cl2 (45 mL) was stirred at room temperature for 13 h. The solution was condensed under reduced pressure and then CCL4 (30 mL) was added to the residue and evaporated. The resultant solid was crystallized from a mixture of EtOH and ether (2:1) to afford pure 19 (3.28 g, 4.49 mmol) as a white crystal in 90% yield: mp 196-198° C.; 1H NMR (DMSO-d6/D2O) d 3.60 (br s, 4 H, 2×CH2), 3.68, 3.79 (AB, Jgem=19 Hz, 2 H, CH2S), 4.65 (s, 2 H, OCH2CO), 4.95 5.25 (AB, Jgem=14 Hz, 2 H, CH2O), 5.15 (d, J=5.1 Hz, 1 H, HC(6)), 5.76 (d, J=5.1 Hz, 1 H, HC(7)), 6.80-7.35 (m, 14 H, 4×ArH); IR (nujol): 3300-3450 (OH, NH, CO2H), 1785 (β-lactam), 1720 (ester), 1685 (amide), 1610 (C═O) cm−1. Anal. (C37H31N2O10SCl) C, H, N, S, Cl.

1. customcondensed under reduced pressure
2. additionCCL4 (30 mL) was added to the residue
3. customevaporated
4. customThe resultant solid was crystallized from a mixture of EtOH and ether (2:1)