HCID 118157159、化合物 → HCID 90060133、化合物
反応式
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C@H:13]([NH:18][C:19]([C@H:21]([C@@:39]([OH:47])([CH2:43]C(O)=O)[C:40]([OH:42])=[O:41])/[CH:22]=[CH:23]/[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30](=[O:38])[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])=[O:20])[C:14]([O:16][CH3:17])=[O:15])=[CH:8][CH:7]=1)[C:2]#[C:3][CH3:4]>C(O)=O>[C:14]([O:16][CH2:17][CH2:43][C@:39]([OH:47])([C@@H:21]([C:19](=[O:20])[NH:18][C@H:13]([C:14]([O:16][CH3:17])=[O:15])[CH2:12][C:9]1[CH:8]=[CH:7][C:6]([O:5][CH2:1][C:2]#[C:3][CH3:4])=[CH:11][CH:10]=1)/[CH:22]=[CH:23]/[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30](=[O:38])[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[C:40]([OH:42])=[O:41])(=[O:15])[CH3:13]参加物
3
実験手順
No. 5318799 (Compound R; 11.4 g, 15.4 mmol) was dissolved in formic acid (229 mL), and then the solution was stirred at room temperature for 3 hours. The reaction solution was concentrated under reduced pressure, and then dissolved in ethyl acetate (250 mL). After washing twice with a 6:1 mixture (250 mL) of an aqueous solution of 1% sodium bicarbonate and a saturated aqueous solution of sodium chloride, the solution was washed with a 6:1 mixture (220 mL) of an aqueous solution of 10% ammonium chloride and a saturated aqueous solution of sodium chloride, and finally with a saturated aqueous solution of sodium chloride (100 mL), dried over anhydrous sodium sulfate, and filtered. The solvent was distilled off under reduced pressure. The residue was purified on Biotage (silica gel, dichloromethane/methanol) to obtain 10.5 g (15.3 mmol, 99% yield) of No. 5214354 (Compound S).