Hydrogen Peroxide → HCID 69770587, 화합물

HRID 861808노트

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HRID 861808 반응식
[C:1]([O:9][CH:10]1[CH2:34][CH2:33][C@@:32]2([CH3:35])[CH:12]([CH2:13][CH2:14][C:15]3[C:16]4[C@:28]([CH3:36])([CH2:29][CH2:30][C:31]=32)[C@@H:19]([C@H:20]([CH3:27])[CH2:21][CH2:22][CH2:23][CH:24]([CH3:26])[CH3:25])[CH2:18][CH:17]=4)[C:11]1([CH3:38])[CH3:37])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.B.[OH-:40].[Na+].OO>C1COCC1.C(OCC)C.O>[C:1]([O:9][CH:10]1[CH2:34][CH2:33][C@@:32]2([CH3:35])[CH:12]([CH2:13][CH2:14][C:15]3[C@H:16]4[C@:28]([CH3:36])([CH2:29][CH2:30][C:31]=32)[C@@H:19]([C@H:20]([CH3:27])[CH2:21][CH2:22][CH2:23][CH:24]([CH3:26])[CH3:25])[CH2:18][CH:17]4[OH:40])[C:11]1([CH3:38])[CH3:37])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

8

반응물 4

HCID 784Hydrogen PeroxideHCID 6331BoraneHCID 14798Sodium HydroxideHCID 54120485HCID 54120485, 화합물

생성물 1

HCID 69770587HCID 69770587, 화합물

시약·촉매·용매 3

HCID 962Water용매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매2회

실험 절차

2.04 g of 3-benzoyloxy-4,4-dimethylcholesta-8,14-diene (Step A) was dissolved in 50 ml of THF, and 360 ml of 1M borane in THF was added dropwise at 0° C. The mixture was stirred at ambient temperature overnight, cooled to 0° C., and 140 ml of water was added dropwise, followed by 360 ml of 10% sodium hydroxide and 378 ml of 30% hydrogen peroxide. After stirring for 90 mutes, 100 ml of diethyl ether was added to the mixture and the aqueous phase extracted twice with diethyl ether. The combined organic phases were washed twice with sodium bisulphite solution and then with water. After evaporation, the product was purified by chromatography on SiO2 (2% diethyl ether in toluene) to yield 0.62 g of 3-benzoyloxy-4,4-dimethylcholest-8-en-15-ol.

후처리

  1. temperaturecooled to 0° C.
  2. additionwas added to the mixture
  3. extractionthe aqueous phase extracted twice with diethyl ether
  4. washThe combined organic phases were washed twice with sodium bisulphite solution
  5. customAfter evaporation
  6. customthe product was purified by chromatography on SiO2 (2% diethyl ether in toluene)

출처 및 근거

ORD 기록
ord-4bef146b0f5c473994072438a75473b7
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05716777

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