[C:1](=[O:13])(SC)[O:2][CH:3]([O:5][C:6](=[O:10])[CH:7]([CH3:9])[CH3:8])[CH3:4].O[N:15]1[C:19](=[O:20])[CH2:18][CH2:17][C:16]1=[O:21].C(OO)(=[O:24])C.C(O)(=O)C>C(Cl)Cl.CCOCC>[C:6]([O:5][CH:3]([O:2][C:1]([O:13][CH:17]1[CH2:18][C:19](=[O:20])[NH:15][C:16]1=[O:21])=[O:24])[CH3:4])(=[O:10])[CH:7]([CH3:9])[CH3:8]
To a solution of compound (6) (1 g, 4.8 mmol) in CH2Cl2 (10 mL) was added N-hydroxysuccinimide (1.1 g, 9.5 mmol) and the reaction mixture cooled to 0° C. A solution of 32% (v/v) peracetic acid in acetic acid (3.4 mL, 1.1 g, 14.4 mmol) was added dropwise over a period of 10 min, then the solution allowed to stir at room temperature for 3 h. The reaction mixture was diluted with ether (50 mL) and washed with water (2×10 mL), saturated sodium bicarbonate solution (10 mL) and brine (10 mL), then dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to give the title compound (10) as a as colorless oil (1 g, 77%). After trituration with hexane (20 mL) the product solidified to a white solid. m.p: 50-54° C. 1H NMR (CDCl3, 400 MHz): δ 1.17 (d, J=6.8 Hz, 6H), 1.56 (d, J=5.6 Hz, 3H), 2.55 (m, 1H), 2.82 (s, 4H), 6.80 (q, J=5.2 Hz, 1H). MS (ESI) m/z 296.4 (M+Na)+.
Wird geladen…
