Pyridine → 19-t-Butyldimethylsiloxy-4-androstene-3,17-dione

HRID 371826

反応式

HRID 371826 の反応式
[OH:1][CH2:2][C@@:3]12[C@@H:20]3[C@H:11]([C@H:12]4[C@@:16]([CH2:18][CH2:19]3)([CH3:17])[C:15](=[O:21])[CH2:14][CH2:13]4)[CH2:10][CH2:9][C:8]1=[CH:7][C:6](=[O:22])[CH2:5][CH2:4]2.[Si:23](Cl)([C:26]([CH3:29])([CH3:28])[CH3:27])([CH3:25])[CH3:24].N1C=CC=CC=1>CN(C)C=O>[O:1]([CH2:2][C@@:3]12[C@@H:20]3[C@H:11]([C@H:12]4[C@@:16]([CH2:18][CH2:19]3)([CH3:17])[C:15](=[O:21])[CH2:14][CH2:13]4)[CH2:10][CH2:9][C:8]1=[CH:7][C:6](=[O:22])[CH2:5][CH2:4]2)[Si:23]([C:26]([CH3:29])([CH3:28])[CH3:27])([CH3:25])[CH3:24]

参加物

5

反応物 3

HCID 1049PyridineHCID 28928tert-Butyldimethylsilyl chlorideHCID 25237919-Hydroxyandrostenedione

生成物 1

HCID 1057397419-t-Butyldimethylsiloxy-4-androstene-3,17-dione

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

19-Hydroxy-4-androstene-3,17-dione, t-butyldimethylsilylchloride and pyridine are mixed in dry dimethylformamide and heated on a steam bath overnight. The reaction mixture is poured onto water and stirred well for 15 minutes. The resulting solid is filtered and dissolved in methylenechloride, dried over magnesium sulfate and the solvent removed. The residue is crystallized from an acetone-hexane solution to yield 19-t-butyldimethylsiloxy-4-androstene-3,17-dione.

後処理

  1. temperatureheated on a steam bath overnight
  2. additionThe reaction mixture is poured onto water
  3. filtrationThe resulting solid is filtered
  4. dissolutiondissolved in methylenechloride
  5. dry with materialdried over magnesium sulfate
  6. customthe solvent removed
  7. customThe residue is crystallized from an acetone-hexane solution

出典と根拠

ORDレコード
ord-0d06e6505c2c4bc38a1a215cd98f8202
出典データセット
uspto-grants-1978_05
特許番号
US04087524

関連ノート

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