Triethylamine → HCID 67915912、化合物

反応式

[C:1]1([CH:7]([C:18]([O-:20])=O)[C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[C:22]1([C:28]2([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[CH:36]3[CH:32]([CH2:33][NH:34][CH2:35]3)[C:31](=[O:37])[CH2:30][CH2:29]2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C(N(CC)CC)C>ClCCl>[CH2:11]([O:10][C:8]([CH:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[C:18]([N:34]1[CH2:33][CH:32]2[CH:36]([C:28]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:29][CH2:30][C:31]2=[O:37])[CH2:35]1)=[O:20])=[O:9])[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

参加物

実験手順

N,N'-Carbonyldiimidazole (24.3 g) is added to a solution of monobenzyl phenylmalonate (40.5 g) in dry dichloromethane (810 cc), cooled to +5° C. The mixture is stirred for 25 minutes at +5° C. and a solution of (3aRS,7aRS)-7,7-diphenyl-4-perhydroisoindolone hydrochloride (49.1 g) and triethylamine (21 cc) in dichloromethane (1,000 cc) is then added. The reaction mixture is stirred at 20° C. for 16 hours, then washed with distilled water (3×1,000 cc), dried over magnesium sulphate and filtered and the filtrate is concentrated to dryness under reduced pressure (2.7 kPa). The residue is chromatographed on a silica gel column (0.2-0.063 mm, diameter 5.8 cm, height 63 cm), eluting with a mixture of ethyl acetate and cyclohexane (90/10 by volume) and collecting 200 cc fractions. Fractions 14 to 17 are combined and concentrated to dryness under reduced pressure (2.7 kPa). The residue is crystallized from isopropyl ether (400 cc); the crystals obtained are drained, washed with isopropyl ether (40 cc) and dried. The crystals obtained (5 g of the 35.6 g) are chromatographed on a silica gel column (0.2-0.063 mm, diameter 4.6 cm, height 30 cm), eluting with a mixture of cyclohexane and ethyl acetate (60/40 by volume) and collecting 100 cc fractions. Fractions 4 to 10 are combined and concentrated to dryness under reduced pressure (2.7 kPa); the residue is recrystallized from acetonitrile (5 cc). The crystals obtained are drained, washed with isopropyl ether (5 cc) and dried. (3aRS,7aRS)-2-(2-benzyloxycarbonyl-2-phenylacetyl)-7,7-diphenyl-4-perhydroisoindolone (1.6 g) melting at 210° C. is obtained.