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 2174973노트

반응식

HRID 2174973 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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%).

후처리

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

출처 및 근거

ORD 기록
ord-6b21014671df4ee7a6bb8cd03e83193c
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09062044B2

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