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Methanesulfonyl chloride → N-[1-(4-Methanesulfonyl-6-phenoxy-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl)-2-methyl-propyl]-2-methylamino-propionamide

HRID 1965166
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HRID 1965166 반응식
C(O[C:9](=O)[N:10](C)[CH:11]([C:13](=[O:36])[NH:14][CH:15]([C:19]([N:21]1[CH2:25][CH2:24][CH:23]2[NH:26][CH2:27][CH:28]([O:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH:22]12)=[O:20])[CH:16]([CH3:18])[CH3:17])[CH3:12])C1C=CC=CC=1.CCN(C(C)C)C(C)C.[CH3:48][S:49](Cl)(=[O:51])=[O:50]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH3:48][S:49]([N:26]1[CH:23]2[CH:22]([N:21]([C:19]([CH:15]([NH:14][C:13](=[O:36])[CH:11]([NH:10][CH3:9])[CH3:12])[CH:16]([CH3:18])[CH3:17])=[O:20])[CH2:25][CH2:24]2)[CH:28]([O:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH2:27]1)(=[O:51])=[O:50]
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참가 물질

6

반응물 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 67608270Methyl-{1-[2-methyl-1-(6-phenoxy-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl)-propylcarbamoyl]-ethyl}-carbamic acid benzyl ester

생성물 1

HCID 67517487N-[1-(4-Methanesulfonyl-6-phenoxy-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl)-2-methyl-propyl]-2-methylamino-propionamide

시약·촉매·용매 2

HCID 14284
4-(Dimethylamino)pyridine
촉매
HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

A solution containing 18 (150 mg, 0.28 mmol) in DCM (3 mL) was cooled to 0° C. DIPEA (74 mg, 0.57 mmol) and DMAP (4 mg, 0.03 mmol) were added followed by the addition of MsCl (36 mg, 0.32 mmol). After 1 h, the reaction mixture was warmed to ambient temperature, diluted with DCM, washed successively with 1M HCl and brine, dried over anhydrous Na2SO4, filtered, and concentrated to afford the crude sulfonamide which was used without further purification. Mass spectrum, m/z [601] (M+H)+.

후처리

  1. temperaturethe reaction mixture was warmed to ambient temperature
  2. washwashed successively with 1M HCl and brine
  3. dry with materialdried over anhydrous Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a421510577d14b70bbde42bd02d89089
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08415486B2

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