Benzenesulfonyl chloride, 2,4-dimethyl- → 8-(2,4-Dimethyl-benzenesulfonyl)-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester

HRID 2174973ノート

反応式

HRID 2174973 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:15][CH2:14][CH:13]2[CH:10]([NH:11][CH2:12]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:16][C:17]1[CH:22]=[C:21]([CH3:23])[CH:20]=[CH:19][C:18]=1[S:24](Cl)(=[O:26])=[O:25].C(N(C(C)C)CC)(C)C>C(Cl)Cl>[C:1]([O:5][C:6]([N:8]1[CH2:15][CH2:14][CH:13]2[CH:10]([N:11]([S:24]([C:18]3[CH:19]=[CH:20][C:21]([CH3:23])=[CH:22][C:17]=3[CH3:16])(=[O:26])=[O:25])[CH2:12]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 3

HCID 69109Benzenesulfonyl chloride, 2,4-dimethyl-HCID 81531DiisopropylethylamineHCID 43810891Tert-butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate

生成物 1

HCID 670865848-(2,4-Dimethyl-benzenesulfonyl)-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester収率 97%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

3,8-Diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester (240 mg, 1.1 mmol), 2,4-dimethyl-benzenesulfonyl chloride (278 mg, 1.4 mmol) and di-isopropylethylamine (0.4 mL, 2.3 mmol) were dissolved into DCM (5.0 mL) and stirred at room temperature for 18 h. The reaction mixture was diluted with DCM (25 mL) and washed with 1N NaOH (10 mL) and water (2×20 mL). The organic layers were combined, dried, filtered and concentrated to yield the title compound (300 mg, 97%).

後処理

  1. washwashed with 1N NaOH (10 mL) and water (2×20 mL)
  2. customdried
  3. filtrationfiltered
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-6b21014671df4ee7a6bb8cd03e83193c
出典データセット
uspto-grants-2015_06
特許番号
US09062044B2

反応ノート

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