Water → Atamestane

HRID 275062

反応式

HRID 275062 の反応式
I[C@H:2]1[C@H:19]([CH3:20])[C@@:18]2([CH3:21])[C:5]([CH2:6][CH2:7][C@@H:8]3[C@@H:17]2[CH2:16][CH2:15][C@@:13]2([CH3:14])[C@H:9]3[CH2:10][CH2:11][C:12]2=[O:22])=[CH:4][C:3]1=[O:23].C(=O)([O-])[O-].[Li+].[Li+].O>CN(C)C=O>[CH3:20][C:19]1[C@@:18]2([CH3:21])[C:5]([CH2:6][CH2:7][C@@H:8]3[C@@H:17]2[CH2:16][CH2:15][C@@:13]2([CH3:14])[C@H:9]3[CH2:10][CH2:11][C:12]2=[O:22])=[CH:4][C:3](=[O:23])[CH:2]=1

参加物

5

反応物 3

HCID 962WaterHCID 11125Lithium CarbonateHCID 111443782beta-Iodo-1alpha-methylandrost-4-ene-3,17-dione

生成物 1

HCID 57050Atamestane

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2.13 g (5 mmol) of 2β-iodo-1α-methylandrost-4-ene-3,17-dione of example 1 is introduced in a suspension of 0.73 g (10 mmol) of lithium carbonate in 10 ml of dimethylformamide preheated to 130° C. and stirred for 1.5 hours at this temperature. After cooling, the reaction solution is added to 30 ml of water, extracted with ethyl acetate and after drying on sodium sulfate, concentrated by evaporation. The crude product is chromatographed on silica gel with ethyl acetate/hexane as mobile solvent. After recrystallization from ethyl acetate, 1.1 g of 1-methylandrosta-1,4-diene-3,17-dione (74% of theory) of melting point 169° C. is obtained.

後処理

  1. custompreheated to 130° C.
  2. temperatureAfter cooling
  3. extractionextracted with ethyl acetate
  4. customafter drying on sodium sulfate
  5. concentrationconcentrated by evaporation
  6. customThe crude product is chromatographed on silica gel with ethyl acetate/hexane as mobile solvent
  7. customAfter recrystallization from ethyl acetate, 1.1 g of 1-methylandrosta-1,4-diene-3,17-dione (74% of theory) of melting point 169° C.
  8. customis obtained

出典と根拠

ORDレコード
ord-aa91c1a6b35442468f6d75d761b5b33b
出典データセット
uspto-grants-1995_02
特許番号
US05391778

関連ノート

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