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Potassium sodium tartarate → 1alpha-Methyl-5-androstene-3beta,17beta,19-triol

HRID 1390734
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HRID 1390734 반응식
[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]2[C@H:8]3[C@H:19]([CH2:20][CH2:21][C@:3]12[CH3:4])[C@:16]1([CH2:17][OH:18])[C:11]([CH2:12][C:13](=[O:23])[CH2:14][C@@H:15]1[CH3:22])=[CH:10][CH2:9]3.[H-].[Al+3].[Li+].[H-].[H-].[H-].C(C(C(C([O-])=O)O)O)([O-])=O.[K+].[Na+]>O1CCCC1>[CH3:22][C@@H:15]1[C@@:16]2([CH2:17][OH:18])[C:11](=[CH:10][CH2:9][C@@H:8]3[C@@H:19]2[CH2:20][CH2:21][C@@:3]2([CH3:4])[C@H:5]3[CH2:6][CH2:7][C@@H:2]2[OH:1])[CH2:12][C@@H:13]([OH:23])[CH2:14]1
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참가 물질

5

반응물 3

HCID 9855836Potassium sodium tartarateHCID 21226445Aluminium lithium hydrideHCID 7060471217beta,19-Dihydroxy-1alpha-methyl-5-androsten-3-one

생성물 1

HCID 706054601alpha-Methyl-5-androstene-3beta,17beta,19-triol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 17β,19-dihydroxy-1α-methyl-5-androsten-3-one in tetrahydrofuran is added to a suspension of lithium aluminum hydride in tetrahydrofuran. After stirring overnight at room temperature an aqueous solution of sodium potassium tartrate is added until a readily filtered granular precipitate forms. This precipitate is removed by filtration and washed well with ether. The filtrate and ether washings are combined, washed with water, dried over magnesium sulfate and concentrated under vacuum. Crystallization of the residue yields 1α-methyl-5-androstene-3β,17β,19-triol.

후처리

  1. additionis added until a readily filtered granular precipitate forms
  2. customThis precipitate is removed by filtration
  3. washwashed well with ether
  4. washwashed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under vacuum
  7. customCrystallization of the residue

출처 및 근거

ORD 기록
ord-ff94e25111c54368b78269d5f6333f61
출처 데이터셋
uspto-grants-1979_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04139617

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