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Acetic Anhydride → racemic (2'S,3S,4'R)-1-acetyl-6-chloro-4'-[5-chloro-2-(1-ethyl-1-methanesulfonylaminocarbonyl-propoxy)-phenyl]-2'-(5-fluoro-2-methyl-phenyl)-spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione

HRID 658917
ノート
印刷プレビュー

反応式

HRID 658917 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:33][C:34]([CH2:44][CH3:45])([CH2:42][CH3:43])[C:35]([NH:37][S:38]([CH3:41])(=[O:40])=[O:39])=[O:36])=[C:6]([CH:8]2[CH2:13][C:12](=[O:14])[NH:11][CH:10]([C:15]3[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:16]=3[CH3:22])[C:9]32[C:30]2[C:25](=[CH:26][C:27]([Cl:31])=[CH:28][CH:29]=2)[NH:24][C:23]3=[O:32])[CH:7]=1.[C:46](OC(=O)C)(=[O:48])[CH3:47]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[C:46]([N:24]1[C:25]2[C:30](=[CH:29][CH:28]=[C:27]([Cl:31])[CH:26]=2)[C:9]2([CH:8]([C:6]3[CH:7]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=3[O:33][C:34]([CH2:44][CH3:45])([CH2:42][CH3:43])[C:35]([NH:37][S:38]([CH3:41])(=[O:40])=[O:39])=[O:36])[CH2:13][C:12](=[O:14])[NH:11][CH:10]2[C:15]2[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:16]=2[CH3:22])[C:23]1=[O:32])(=[O:48])[CH3:47]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 7918Acetic AnhydrideHCID 749286006-chloro-4'-[5-chloro-2-(1-ethyl-1-methanesulfonylaminocarbonyl-propoxy)-phenyl]-2'-(5-fluoro-2-methyl-phenyl)-spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione

生成物 1

HCID 66776508racemic (2'S,3S,4'R)-1-acetyl-6-chloro-4'-[5-chloro-2-(1-ethyl-1-methanesulfonylaminocarbonyl-propoxy)-phenyl]-2'-(5-fluoro-2-methyl-phenyl)-spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione収率 78.3%

試薬・触媒・溶媒 2

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

実験手順

At room temperature, to a mixture of racemic (2′S, 3S, 4′R)-4′-[5-chloro-2-(2-methanesulfonylamino-1,1-diethyl-2-oxo-ethoxy)-phenyl]-6-chloro-2′-(5-fluoro-2-methyl-phenyl)-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (540 mg, 0.8 mmol) and acetic anhydride (98 mg, 0.96 mmol) in DCM (20 mL) was added DMAP (10 mg, 0.08 mmol) slowly. After the mixture was stirred for 2 h, the solution was washed by 0.5N HCl solution twice, dried over anhydrous Na2SO4 and concentrated. The residue was purified by flash column chromatography to give the title compound as a white solid (450 mg).

後処理

  1. washthe solution was washed by 0.5N HCl solution twice
  2. dry with materialdried over anhydrous Na2SO4
  3. concentrationconcentrated
  4. customThe residue was purified by flash column chromatography

出典と根拠

ORDレコード
ord-2781ad8660b248f29b2936b7957bfbbd
出典データセット
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08076482B2

反応ノート

読み込み中…

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