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Sodium Sulfite → HCID 90449435, 화합물

HRID 1411297
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HRID 1411297 반응식
[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]
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참가 물질

5

반응물 3

HCID 24437Sodium SulfiteHCID 159087TriacetoxyperiodinaneHCID 90449833HCID 90449833, 화합물

생성물 1

HCID 90449435HCID 90449435, 화합물수율 99%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-ae131e6b4a6d43efb6671d4a67e0fc96
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08921576B2

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