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

HRID 46154ノート

反応式

HRID 46154 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 58951272HCID 58951272、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-c00205bd887e46bab99a16d804fff4aa
出典データセット
uspto-grants-2013_09
特許番号
US08541592B2

反応ノート

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