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2-Cyclopenten-1-ol, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, cis- → HCID 23550265, 화합물

HRID 402532
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HRID 402532 반응식
[C:1]([Si:5]([CH3:14])([CH3:13])[O:6][C@@H:7]1[CH2:11][C@H:10]([OH:12])[CH:9]=[CH:8]1)([CH3:4])([CH3:3])[CH3:2]>C(OCC)(=O)C.[OH-].[OH-].[Pd+2]>[C:1]([Si:5]([CH3:14])([CH3:13])[O:6][C@H:7]1[CH2:8][CH2:9][C@@H:10]([OH:12])[CH2:11]1)([CH3:4])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 101767472-Cyclopenten-1-ol, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, cis-

생성물 1

HCID 23550265HCID 23550265, 화합물수율 99.1%

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 2.0 g (9.33 mmol) of (1S,4R)-4-(tert-butyl-dimethyl-silanyloxy)-cyclopent-2-enol (Curran, et al. Tetrahedron 1997, 53, 1983-2004) in 10 mL of ethyl acetate was treated with 66 mg of 20% palladium hydroxide on activated carbon and the mixture was stirred overnight under a hydrogen atmosphere (1 atm) at room temperature. The catalyst was removed by filtration, and the filtrate was evaporated in vacuo to give 2.0 g of the title compound (32). Rt=1.72 min (Method C). Detected mass: 217.2 (M+H+).

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후처리

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated in vacuo

출처 및 근거

ORD 기록
ord-254c0bb0502e4f418912a371fd44c0c0
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08742116B2

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