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Sodium Sulfite → HCID 90449435、化合物

HRID 1411297
ノート
印刷プレビュー

反応式

HRID 1411297 の反応式
[C:1]([N:4]1[CH2:8][CH2:7][C:6]2([C:16]3[C:11](=[CH:12][CH:13]=[C:14]([CH:17]([OH:19])[CH3:18])[CH:15]=3)[N:10]([C:20]([NH:22][C:23]3[S:24][C:25]([Cl:28])=[CH:26][N:27]=3)=[O:21])[CH2:9]2)[CH2:5]1)(=[O:3])[CH3:2].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.S([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl>[C:1]([N:4]1[CH2:8][CH2:7][C:6]2([C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:17](=[O:19])[CH3:18])[CH:15]=3)[N:10]([C:20]([NH:22][C:23]3[S:24][C:25]([Cl:28])=[CH:26][N:27]=3)=[O:21])[CH2:9]2)[CH2:5]1)(=[O:3])[CH3:2]
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 3

HCID 24437Sodium SulfiteHCID 159087TriacetoxyperiodinaneHCID 90449833HCID 90449833、化合物

生成物 1

HCID 90449435HCID 90449435、化合物収率 99%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

The 1′-acetyl-N-(5-chlorothiazol-2-yl)-5-(1-hydroxyethyl)spiro[indoline-3,3′-pyrrolidine]-1-carboxamide (22.3 mg, 0.053 mmol) obtained in Step 2 of Example 401 was dissolved in methylene chloride (0.5 mL). Thereafter, Dess-martin periodinane (27.0 mg, 0.0635 mmol) was added to the above obtained solution at room temperature, and the thus obtained mixture was then stirred at the same temperature as above for 1 hour. Thereafter, an aqueous solution of sodium sulfite was added to the reaction solution, and the mixed solution was then extracted with chloroform. The organic layer was washed with brine, and was then dried over anhydrous sodium sulfate, followed by concentration in vacuo. The obtained residue was purified by silica gel column chromatography (chloroform:methanol=10:1) to obtain the captioned compound (21.7 mg, 99%) in the form of a white solid.

後処理

  1. extractionthe mixed solution was then extracted with chloroform
  2. washThe organic layer was washed with brine
  3. dry with materialwas then dried over anhydrous sodium sulfate
  4. concentrationfollowed by concentration in vacuo
  5. customThe obtained residue was purified by silica gel column chromatography (chloroform:methanol=10:1)

出典と根拠

ORDレコード
ord-ae131e6b4a6d43efb6671d4a67e0fc96
出典データセット
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08921576B2

反応ノート

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