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3-Ethoxy-1alpha-methyl-3,5-androstadien-17beta,19-diol dipropionate → 17beta,19-Dihydroxy-1alpha-methyl-5alpha-androstan-3-one dipropionate

HRID 1834965
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HRID 1834965 반응식
[C:1]([O:5][C@H:6]1[CH2:11][CH2:10][C@H:9]2[C@H:12]3[C@H:27]([CH2:28][CH2:29][C@:7]12[CH3:8])[C@:20]1([CH2:21][O:22]C(=O)CC)[C:15]([CH:16]=[C:17]([O:31]CC)[CH2:18][C@@H:19]1[CH3:30])=[CH:14][CH2:13]3)(=[O:4])[CH2:2][CH3:3]>C(OCC)(=O)C.[Pt]=O>[C:1]([OH:5])(=[O:4])[CH2:2][CH3:3].[C:1]([OH:5])(=[O:4])[CH2:2][CH3:3].[OH:5][C@H:6]1[CH2:11][CH2:10][C@H:9]2[C@H:12]3[C@H:27]([CH2:28][CH2:29][C@:7]12[CH3:8])[C@:20]1([CH2:21][OH:22])[C@H:15]([CH2:16][C:17](=[O:31])[CH2:18][C@@H:19]1[CH3:30])[CH2:14][CH2:13]3
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참가 물질

4

반응물 1

HCID 706145673-Ethoxy-1alpha-methyl-3,5-androstadien-17beta,19-diol dipropionate

생성물 1

HCID 8673542517beta,19-Dihydroxy-1alpha-methyl-5alpha-androstan-3-one dipropionate

시약·촉매·용매 2

HCID 82844Platinum oxide (PtO)촉매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 3-ethoxy-1α-methyl-3,5-androstadien-17β,19-diol dipropionate in ethyl acetate is hydrogenated with platinum oxide at atmospheric pressure. The solution is filtered and the solvent removed under reduced pressure. The residue is taken up in aqueous methanol containing a drop of hydrochloric acid and stirred for 20 minutes at room temperature. The methanol is removed and ether added. The ether extract is washed with water, dried over magnesium sulfate and concentrated. Crystallization of the residue from an acetone-hexane solution yields 17β,19-dihydroxy-1α-methyl-5α-androstan-3-one dipropionate.

후처리

  1. filtrationThe solution is filtered
  2. customthe solvent removed under reduced pressure
  3. customThe methanol is removed
  4. additionether added
  5. extractionThe ether extract
  6. washis washed with water
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated
  9. customCrystallization of the residue from an acetone-hexane solution

출처 및 근거

ORD 기록
ord-f62107a7bb724163a685a59ee4b8454d
출처 데이터셋
uspto-grants-1978_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04071625

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