1,2-Dichloroethane → HCID 70234737、化合物

HRID 2098459ノート

反応式

HRID 2098459 の反応式
[CH3:1][C:2]([O:5][C:6]([NH:8][C@H:9]([C:14]([OH:16])=O)[C:10]([CH3:13])([CH3:12])[CH3:11])=[O:7])([CH3:4])[CH3:3].[C@H:17]12[CH2:23][C@H:20]([NH:21][CH2:22]1)[CH2:19][N:18]2[C:24]([C:26]1[NH:30][C:29]2[CH:31]=[CH:32][CH:33]=[CH:34][C:28]=2[N:27]=1)=[O:25].C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.CN1CCOCC1>C(Cl)Cl.O>[NH:27]1[C:28]2[CH:34]=[CH:33][CH:32]=[CH:31][C:29]=2[N:30]=[C:26]1[C:24]([N:18]1[CH2:19][C@@H:20]2[CH2:23][C@H:17]1[CH2:22][N:21]2[C:14]([C@@H:9]([NH:8][C:6](=[O:7])[O:5][C:2]([CH3:1])([CH3:3])[CH3:4])[C:10]([CH3:11])([CH3:12])[CH3:13])=[O:16])=[O:25]

参加物

8

反応物 5

HCID 111,2-DichloroethaneHCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 2734668(S)-2-((tert-Butoxycarbonyl)amino)-3,3-dimethylbutanoic acidHCID 58286559HCID 58286559、化合物

生成物 1

HCID 70234737HCID 70234737、化合物収率 99.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of N-{[(1,1-dimethylethyl)oxy]carbonyl}-3-methyl-L-valine (3 g, 13 mmol) (2-[(1S,4S)-2,5-diazabicyclo[2.2.1]hept-2-ylcarbonyl]-1H-benzimidazole (3 g, 12.4 mmol), EDC (2.8 g, 14.8 mmol), HOBt (334 mg, 2.5 mmol), NMM (3.7 g, 37.1 mmol) in CH2Cl2 (50 mL) was stirred at room temperature for 18 h. The reaction was diluted with water and CH2Cl2 then washed with sat. NaHCO3 (50 mL) and brine (50 mL). The solution was dried over anhydrous Na2SO4 and concentrated to give the title compound (5.6 g) as a pale yellow solid. LCMS (m/z): 456.3 (M+H).

後処理

  1. washthen washed with sat. NaHCO3 (50 mL) and brine (50 mL)
  2. dry with materialThe solution was dried over anhydrous Na2SO4
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-761bb1373f174e769e46c18e9216385a
出典データセット
uspto-grants-2013_05
特許番号
US08450484B2

反応ノート

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