Sesamol → 3-hydroxy-3-(5-hydroxy-2-methyl-1,3-benzothiazol-6-yl)-1-pentyl-1,3-dihydro-2H-indol-2-one

반응식

[CH:1]1([CH2:4][CH2:5][N:6]2[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8](=[O:15])[C:7]2=[O:16])[CH2:3][CH2:2]1.C(N1C2C(=CC=CC=2)C(=O)C1=O)CCCC.O1C2C=CC(O)=CC=2OC1.[CH3:43][C:44]1[S:45][C:46]2[CH:52]=[CH:51][C:50]([OH:53])=[CH:49][C:47]=2[N:48]=1>>[OH:15][C:8]1([C:51]2[C:50]([OH:53])=[CH:49][C:47]3[N:48]=[C:44]([CH3:43])[S:45][C:46]=3[CH:52]=2)[C:9]2[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:6]([CH2:5][CH2:4][CH2:1][CH2:3][CH3:2])[C:7]1=[O:16]

참가 물질

반응물 4

HCID 68289Sesamol

HCID 6997992-Methyl-1,3-benzothiazol-5-ol

HCID 15810921-Pentyl-1H-indole-2,3-dione

HCID 655965701-(2-cyclopropylethyl)-1H-indole-2,3-dione

생성물 1

HCID 588725103-hydroxy-3-(5-hydroxy-2-methyl-1,3-benzothiazol-6-yl)-1-pentyl-1,3-dihydro-2H-indol-2-one

실험 절차

Following the procedure as described in PREPARATION 2B, and making non-critical variations to replace 1-(2-cyclopropylethyl)-1H-indole-2,3-dione with 1-pentyl-1H-indole-2,3-dione, and 1,3-benzodioxol-5-ol with 2-methyl-1,3-benzothiazol-5-ol, the title compound was obtained (81%) as a colorless solid: 1H NMR (300 MHz, DMSO-d6) δ 9.90 (br, 1H), 9.05 (br, 1H), 7.78 (d, 1H), 7.25 (dd, 1H), 7.10-6.95 (m, 2H), 6.90-6.80 (m, 2H), 3.81-3.58 (m, 2H), 2.75 (br, 3H), 1.80-1.60 (m, 2H), 1.50-1.31 (m, 4H), 0.90 (t, 3H); MS (ES+) m/z 383.4 (M+1).