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Water → HCID 18346021, 화합물

HRID 749990
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HRID 749990 반응식
[S@@:1]1(=[O:10])[N:5]2[CH2:6][CH2:7][CH2:8][CH2:9][CH:4]2[CH2:3][O:2]1.[O-:11]I(=O)(=O)=O.[Na+].O>C(#N)C.C([O-])(O)=O.[Na+].CCOC(C)=O.O.[Ru](Cl)(Cl)Cl>[S:1]1(=[O:11])(=[O:10])[N:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C@H:4]2[CH2:3][O:2]1
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참가 물질

8

반응물 3

HCID 962WaterHCID 23667635Sodium periodateHCID 68998776HCID 68998776, 화합물

생성물 1

HCID 18346021HCID 18346021, 화합물

시약·촉매·용매 4

HCID 6093376Ruthenium trichloride hydrate촉매HCID 6342Acetonitrile용매
HCID 8857
Ethyl Acetate
용매
HCID 516892Sodium Bicarbonate용매

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온도
0 °C

실험 절차

To a solution of (S)-Hexahydro-[1,2,3]oxathiazolo[3,4-a]pyridine 1-oxide (1.31 g, 8.125 mmol) in anhydrous acetonitrile (10 mL) was added sodium (meta)periodate (1.91 g, 8.9375 mmol), followed by ruthenium(III) chloride hydrate (17 mg, 0.08125 mmol), and then H2O (10 mL). The mixture was stirred at 0° C. for 10 min and at rt for 20 min, then diluted with saturated NaHCO3 (30 mL) and EtOAc (100 mL). The aqueous layer was extracted with EtOAc (80 mL) and DCM (80 mL). The combined organic layer was dried over Na2SO4, concentrated in vacuo, and purified by flash column chromatography (silica gel, 2% EtOAc in DCM) to afforded the title product as a clear, colorless oil (1.1 g, 76%).

후처리

  1. extractionThe aqueous layer was extracted with EtOAc (80 mL) and DCM (80 mL)
  2. dry with materialThe combined organic layer was dried over Na2SO4
  3. concentrationconcentrated in vacuo
  4. custompurified by flash column chromatography (silica gel, 2% EtOAc in DCM)

출처 및 근거

ORD 기록
ord-e1f6080c1a3a4ac19e0f626ee5ec2447
출처 데이터셋
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07402684B2

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