Ethyl Acetate → (R)-4-methyl-3-pyridin-2-yl[1,2,3]oxathiazolidine-2,2-dioxide

HRID 368698

반응식

HRID 368698 반응식
I([O-])(=O)(=O)=O.[Na+].[CH3:7][CH:8]1[CH2:12][O:11][S@@:10](=[O:13])[N:9]1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1.C(OCC)(=[O:22])C>O.C(#N)C.[Ru](Cl)(Cl)Cl>[CH3:7][C@@H:8]1[CH2:12][O:11][S:10](=[O:22])(=[O:13])[N:9]1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1

참가 물질

7

반응물 3

HCID 8857Ethyl AcetateHCID 23667635Sodium periodateHCID 54573470(R)-4-methyl-3-(2-pyridyl)-[1,2,3]oxathiazolidine 2-oxide

생성물 1

HCID 22863100(R)-4-methyl-3-pyridin-2-yl[1,2,3]oxathiazolidine-2,2-dioxide

시약·촉매·용매 3

HCID 61850Ruthenium trichloride촉매HCID 962Water용매2회HCID 6342Acetonitrile용매

실험 절차

A solution of sodium periodate (21 g, 0.10 moles) in water (150 ml) was added slowly to a solution of (R)4-methyl-3-pyridin-2-yl-[1,2,3]oxathiazolidine-2-oxide (15.4 g, 0.78 moles) and ruthenium(III)chloride (20 mg) in acetonitrile (1540 ml) whilst the temperature was kept below 5° C. A heavy precipitate developed. The mixture was poured into a mixture of ethyl acetate (500 ml) and water (500 ml) and then shaken. The organic phase was retained and the aqueous phase was extracted with further ethyl acetate (2×500 ml). The organic phases were combined, backwashed with water (500 ml), dried (MgSO4) and then evaporated in vacuo to give (R)-4-methyl-3-(2-pyridyl)-[1,2,3]-oxathiazolidine-2,2-dioxide (15.5 g) as a yellow oil.

후처리

  1. customwas kept below 5° C
  2. extractionthe aqueous phase was extracted with further ethyl acetate (2×500 ml)
  3. dry with materialdried (MgSO4)
  4. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-70c8d646c6844df1958a628e8feb697b
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06133449

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