1,2-Dichloroethane → HCID 71285201、化合物

反応式

[CH2:1]([O:8][C:9]1[N:24]=[C:23]([C:25]2[CH:33]=[C:32]3[C:28]([CH:29]=[C:30]([CH:34]=O)[NH:31]3)=[CH:27][CH:26]=2)[C:22]([CH2:36][CH3:37])=[C:21]([O:38][CH2:39]C2C=CC=CC=2)[C:10]=1[C:11]([O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:46][NH:47][CH3:48].[CH3:49][C:50](O)=O.[C:53](O[BH-](OC(=O)C)OC(=O)C)(=O)[CH3:54].[Na+].Cl[CH2:68][CH2:69]Cl>>[CH2:1]([O:8][C:9]1[N:24]=[C:23]([C:25]2[CH:33]=[C:32]3[C:28]([CH:29]=[C:30]([CH2:34][N:47]([CH3:48])[CH3:46])[NH:31]3)=[CH:27][CH:26]=2)[C:22]([CH2:36][CH3:37])=[C:21]([O:38][CH2:39][C:69]2[CH:68]=[CH:49][CH:50]=[CH:54][CH:53]=2)[C:10]=1[C:11]([O:13][CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)=[O:12])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

反応物 5

HCID 111,2-Dichloroethane

HCID 176Acetic Acid

HCID 674Dimethylamine

HCID 5049666Sodium triacetoxyborohydride

HCID 89422949HCID 89422949、化合物

生成物 1

HCID 71285201HCID 71285201、化合物収率 86%

実験手順

The product from Step 6 (40 mg, 0.067 mmol) was combined with dimethylamine (0.13 mmol, 2 M in THF) and AcOH (7.5 μL, 0.13 mmol) in 1,2-dichloroethane (1 mL). The mixture was stirred at room temperature for 30 min. Sodium triacetoxyborohydride (28 mg, 0.13 mmol) was added to the solution. The mixture stirred 30 min at room temperature, and then was partitioned between CH2Cl2 (4 mL) and aqueous 1 M K2CO3 (4 mL). The organic layer was loaded onto silica gel and eluted with 0-10% MeOH in CH2Cl2 to afford the title compound (36 mg, 86%). LC-MS 626.6 [M+H]+, RT 1.26 min.