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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
ノート
印刷プレビュー

反応式

HRID 1965166 の反応式
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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 2

HCID 14284
4-(Dimethylamino)pyridine
触媒
HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-a421510577d14b70bbde42bd02d89089
出典データセット
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08415486B2

反応ノート

読み込み中…

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