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Acetic Acid → 3beta,14beta-Dihydroxyandrostan-17-one

HRID 1395017
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HRID 1395017 반응식
[C:1]([OH:4])(=O)[CH3:2].CC(C)=[O:7].[CH3:9][C@:10]12[CH2:27][CH2:26][C@H:25]3[C@@H:15]([CH2:16][CH2:17][CH:18]4[C@:23]3([CH3:24])[CH2:22]CC[CH2:19]4)[C@@H:14]1[CH2:13][CH2:12][C:11]2=[O:28]>C(Cl)(Cl)Cl.[Pt]=O>[OH:4][C@H:1]1[CH2:2][CH2:24][C@@:23]2([CH3:22])[CH:18]([CH2:17][CH2:16][C@@H:15]3[C@@H:25]2[CH2:26][CH2:27][C@@:10]2([CH3:9])[C@:14]3([OH:7])[CH2:13][CH2:12][C:11]2=[O:28])[CH2:19]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 180AcetoneHCID 10880319Androstan-17-one

생성물 1

HCID 539465913beta,14beta-Dihydroxyandrostan-17-one

시약·촉매·용매 2

HCID 82844Platinum oxide (PtO)촉매HCID 6212Chloroform용매

실험 절차

The hydrogenation of 14β-hydroxy-9(11)-androsten-3,17-dione (100 mg.) was carried out over 50 mg. of platinum oxide in 25 ml. of glacial acetic acid. When consumption of hydrogen had ceased, the catalyst was filtered, the solvent was evaporated under vacuum and the product was isolated by chromatography on silica gel using a mixture of 10% acetone in chloroform to afford 70 mg. (~70%) of the androstan-17-one, m.p. 214°-217°.

후처리

  1. customWhen consumption of hydrogen
  2. filtrationthe catalyst was filtered
  3. customthe solvent was evaporated under vacuum
  4. customthe product was isolated by chromatography on silica gel using
  5. customto afford 70 mg

출처 및 근거

ORD 기록
ord-fbf58e05b1df4d4da751c65fc33a6cbc
출처 데이터셋
uspto-grants-1980_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04201717

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