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Water → 20-Ethoxy-21-formyl-3alpha-hydroxy-5alpha-pregn-20-en-11-one

HRID 1973724
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HRID 1973724 반응식
C([O:4][C@@H:5]1[CH2:28][CH2:27][C@@:26]2([CH3:29])[C@@H:7]([CH2:8][CH2:9][C@@H:10]3[C@@H:25]2[C:24](=[O:30])[CH2:23][C@@:22]2([CH3:31])[C@H:11]3[CH2:12][CH2:13][C@@H:14]2[C:15]([O:19][CH2:20][CH3:21])=[CH:16][CH:17]=[O:18])[CH2:6]1)(=O)C.C(=O)(O)[O-].[K+].O>C(O)C>[CH2:20]([O:19][C:15]([C@@H:14]1[C@:22]2([CH3:31])[C@H:11]([C@H:10]3[C@H:25]([C:24](=[O:30])[CH2:23]2)[C@:26]2([CH3:29])[C@H:7]([CH2:6][C@H:5]([OH:4])[CH2:28][CH2:27]2)[CH2:8][CH2:9]3)[CH2:12][CH2:13]1)=[CH:16][CH:17]=[O:18])[CH3:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 516893Potassium BicarbonateHCID 867342913alpha-Acetoxy-20-ethoxy-21-formyl-5alpha-pregn-20-en-11-one

생성물 1

HCID 8673429020-Ethoxy-21-formyl-3alpha-hydroxy-5alpha-pregn-20-en-11-one수율 34.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 3α-acetoxy-20-ethoxy-21-formyl-5α-pregn-20-en-11-one (500 mg) in ethyl alcohol (15 ml) was treated with potassium bicarbonate (450 mg) and the mixture was refluxed, under nitrogen, for 7 hours, then poured into water. The product was extracted with methylene chloride, and the extract washed with water, dried and evaporated. Purification of the residue (37 mg) by preparative t.l.c. and crystallisation from methyl acetate/petrol gave title compound (154 mg) m.p. 175°-178°, [α]D - 115.9°, λmax. 258 nm (ε 18,780).

후처리

  1. temperaturethe mixture was refluxed, under nitrogen, for 7 hours
  2. extractionThe product was extracted with methylene chloride
  3. washthe extract washed with water
  4. customdried
  5. customevaporated
  6. customPurification of the residue (37 mg) by preparative t.l.c
  7. customand crystallisation from methyl acetate/petrol

출처 및 근거

ORD 기록
ord-f65945e4ee004e68b5a645f3d27a022e
출처 데이터셋
uspto-grants-1976_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03998829

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