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Potassium sodium tartarate → 19-Trimethylsiloxy-5-androstene-3beta,17beta-diol

HRID 1390780
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HRID 1390780 반응식
[CH3:1][Si:2]([CH3:26])([CH3:25])[O:3][CH2:4][C@@:5]12[C@@H:22]3[C@H:13]([C@H:14]4[C@@:18]([CH2:20][CH2:21]3)([CH3:19])[C:17](=[O:23])[CH2:16][CH2:15]4)[CH2:12][CH:11]=[C:10]1[CH2:9][C:8](=[O:24])[CH2:7][CH2:6]2.[H-].[Al+3].[Li+].[H-].[H-].[H-].C(C(C(C([O-])=O)O)O)([O-])=O.[K+].[Na+]>O1CCCC1>[CH3:25][Si:2]([CH3:1])([CH3:26])[O:3][CH2:4][C@@:5]12[C@@H:22]3[C@H:13]([C@H:14]4[C@@:18]([CH2:20][CH2:21]3)([CH3:19])[C@@H:17]([OH:23])[CH2:16][CH2:15]4)[CH2:12][CH:11]=[C:10]1[CH2:9][C@@H:8]([OH:24])[CH2:7][CH2:6]2
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참가 물질

5

반응물 3

HCID 9855836Potassium sodium tartarateHCID 21226445Aluminium lithium hydrideHCID 2280690519-Trimethylsiloxy-5-androstene-3,17-dione

생성물 1

HCID 2280686219-Trimethylsiloxy-5-androstene-3beta,17beta-diol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A tetrahydrofuran solution of 19-trimethylsiloxy-5-androstene-3,17-dione is added to lithium aluminum hydride in tetrahydrofuran and the resultant solution stirred overnight at room temperature. An aqueous solution of sodium potassium tartrate is added with stirring until a readily filterable precipitate forms. The filtrate is concentrated under reduced pressure and diluted with ether. The resulting solution is washed with water, dried over magnesium sulfate, and the ether removed under vacuum. The residual 19-trimethylsiloxy-5-androstene-3β,17β-diol so obtained is recrystallized from an acetone-hexane solution.

후처리

  1. concentrationThe filtrate is concentrated under reduced pressure
  2. additiondiluted with ether
  3. washThe resulting solution is washed with water
  4. dry with materialdried over magnesium sulfate
  5. customthe ether removed under vacuum

출처 및 근거

ORD 기록
ord-df1534513b1f413dac54fe117c241b5f
출처 데이터셋
uspto-grants-1979_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04139617

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