(1R,2S,4R,5S)-5-(tert-Butyldiphenylsilyloxy)bicyclo[2.2.1]heptan-2-ol → HCID 58951272, 화합물

HRID 46154노트

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HRID 46154 반응식
[C:1]([Si:5]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[O:6][C@H:7]1[CH2:12][C@H:11]2[CH2:13][C@@H:8]1[CH2:9][C@@H:10]2[OH:14])([CH3:4])([CH3:3])[CH3:2].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl>[Si:5]([O:6][C@H:7]1[CH2:12][C@H:11]2[CH2:13][C@@H:8]1[CH2:9][C:10]2=[O:14])([C:1]([CH3:4])([CH3:2])[CH3:3])([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

참가 물질

4

반응물 2

HCID 58951248(1R,2S,4R,5S)-5-(tert-Butyldiphenylsilyloxy)bicyclo[2.2.1]heptan-2-olHCID 178418287HCID 178418287, 화합물

생성물 1

HCID 58951272HCID 58951272, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

Silica gel 60 (particle size, 0.040-0.063 mm, CAS # 63231-67-4, from EMD Chemical Inc., 21 g) was added to a solution of (1R,2S,4R,5S)-5-(tert butyldiphenylsilyloxy)-bicyclo[2.2.1]heptan-2-ol (6.75 g, 18.4 mmol) in anhydrous dichloromethane (100 mL). The mixture was cooled to 0° C. Pyridinium chlorochromate (6.35 g, 29.5 mmol) was added to the mixture. The reaction mixture was gradually warmed to ambient temperature and stirred at this temperature for 16 h. The mixture was diluted with dichloromethane, and filtered through a pad of silica gel. Removal of the solvents gave the title compound as a colorless viscous oil.

후처리

  1. temperatureThe reaction mixture was gradually warmed to ambient temperature
  2. filtrationfiltered through a pad of silica gel
  3. customRemoval of the solvents

출처 및 근거

ORD 기록
ord-c00205bd887e46bab99a16d804fff4aa
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541592B2

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