Acetyl chloride → HCID 44399274、化合物

反応式

Cl.Cl.[NH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][C:12]([N:14]([CH3:28])[C@@H:15]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:16][N:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1)=[O:13].C(N(CC)CC)C.[C:36](Cl)(=[O:38])[CH3:37]>ClCCl>[C:36]([NH:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][C:12]([N:14]([CH3:28])[C@@H:15]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:16][N:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1)=[O:13])(=[O:38])[CH3:37]

参加物

実験手順

To a stirring solution of 8a in dichloromethane (0.1 M) at 0° C. under nitrogen was added triethylamine (3.5 eq) and acetyl chloride (1.1 eq). The reaction was stirred at room temperature overnight. The reaction mixture was washed with saturated sodium bicarbonate (1×), brine (1×), dried over sodium sulfate, filtered, concentrated in vacuo and purified by flash chromatography using the ISCO (0-15% gradient methanol/dichloromethane) to afford the product. (70%) 1H NMR (400 MHz, CDCl3) δ 6.98-7.43 (m, 10H), 6.06 (m, 1H), 5.29 (m, 1H), 4.38 (m, 2H), 3.70-4.02 (m, 2H), 3.03-3.27 (m, 1H), 2.89 (s, 2H), 2.80 (s, 1H), 2.58-2.78 (m, 3H), 2.50 (br s, 1H), 1.92 (s, 3H), 1.81 (m, 1H), 1.75 (m, 3H). Mass Spectral Analysis m/z=394.3 (M+H)+ tR=3.43 min (99%)