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Sodium Thiosulfate → trans-4-Acetoxy-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone

HRID 231230
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HRID 231230 반응식
ClC1C=CC=[C:4]([C:8](OO)=[O:9])C=1.C([C@@H:15]1[NH:18][C:17](=[O:19])[C@H:16]1[CH:20]([O:22][Si:23]([C:26]([CH3:29])([CH3:28])[CH3:27])([CH3:25])[CH3:24])[CH3:21])(=O)C.S([O-])([O-])(=[O:32])=S.[Na+].[Na+].C(=O)([O-])O.[Na+]>C(Cl)(Cl)Cl.C(OCC)(=O)C>[C:8]([O:19][C@@H:17]1[NH:18][C:15](=[O:32])[C@H:16]1[CH:20]([O:22][Si:23]([C:26]([CH3:27])([CH3:28])[CH3:29])([CH3:24])[CH3:25])[CH3:21])(=[O:9])[CH3:4]
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참가 물질

7

반응물 4

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 67789308trans-4-Acetyl-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone

생성물 1

HCID 67757824trans-4-Acetoxy-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone

시약·촉매·용매 2

HCID 6212
Chloroform
용매
HCID 8857Ethyl Acetate용매

실험 절차

m-Chloroperbenzoic acid (1 g) is added to a solution of trans-4-acetyl-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone (0.23 g) in chloroform (15 ml), and the mixture is allowed to stand at room temperature for 15 hours and then poured into a mixture of ethyl acetate (100 ml), 5% aqueous sodium thiosulfate (50 ml) and aqueous sodium hydrogen carbonate (30 ml). The organic layer is separated, washed with aqueous sodium chloride, dried over magnesium sulfate and concentrated under reduced pressure to give 0.23 g of trans-4-acetoxy-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone.

후처리

  1. customThe organic layer is separated
  2. washwashed with aqueous sodium chloride
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-9a11fd0963f54f2b8573806da77e1ad0
출처 데이터셋
uspto-grants-1989_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04845210

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