17beta,19-Dihydroxy-1alphamethyl-4-androsten-3-one → 17beta,19-Dihydroxy-1alpha-methyl-5-androsten-3-one

HRID 1390732노트

반응식

HRID 1390732 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](=[CH:12][C:13](=[O:23])[CH2:14][C@@H:15]1[CH3:22])[CH2:10][CH2:9]3.CC(C)([O-])C.[K+]>CS(C)=O>[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

참가 물질

4

반응물 2

HCID 2279742517beta,19-Dihydroxy-1alphamethyl-4-androsten-3-oneHCID 23665647Potassium tert-butoxide

생성물 1

HCID 7060471217beta,19-Dihydroxy-1alpha-methyl-5-androsten-3-one

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

실험 절차

A solution of 17β,19-dihydroxy-1α-methyl-4-androsten-3-one in dimethylsulfoxide is added to a solution of potassium t-butoxide in dimethylsulfoxide precooled to 20° C. The reaction mixture is stirred under nitrogen for 10 minutes at room temperature and then poured onto ice cold aqueous ammonium chloride solution with vigorous stirring. The precipitate is rapidly filtered under vacuum, washed well with water and air dried. Crystallization of this residue from an acetone-hexane solution furnishes pure 17β,19-dihydroxy-1α-methyl-5-androsten-3-one.

후처리

  1. customprecooled to 20° C
  2. additionpoured onto ice cold aqueous ammonium chloride solution with vigorous stirring
  3. filtrationThe precipitate is rapidly filtered under vacuum
  4. washwashed well with water and air
  5. customdried
  6. customCrystallization of this residue from an acetone-hexane solution

출처 및 근거

ORD 기록
ord-79d87f6484d3466f8b927b2e5d91208a
출처 데이터셋
uspto-grants-1979_02
특허 번호
US04139617

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