1-Iodononane → 11beta-Fluoro-3-hydroxy-7alpha-{5-[methyl-nonyl-amino]pentyl}oestra-1,3,5(10)-trien-17-one

HRID 1837224ノート

反応式

HRID 1837224 の反応式
[F:1][C@H:2]1[CH2:19][C@@:17]2([CH3:18])[C@@H:13]([CH2:14][CH2:15][C:16]2=[O:20])[C@H:12]2[C@H:3]1[C:4]1[CH:5]=[CH:6][C:7]([OH:28])=[CH:8][C:9]=1[CH2:10][C@H:11]2[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][NH:26][CH3:27].I[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37]C.[C:39](=O)(O)[O-].[Na+]>CN(C=O)C>[F:1][C@H:2]1[CH2:19][C@@:17]2([CH3:18])[C@@H:13]([CH2:14][CH2:15][C:16]2=[O:20])[C@H:12]2[C@H:3]1[C:4]1[CH:5]=[CH:6][C:7]([OH:28])=[CH:8][C:9]=1[CH2:10][C@H:11]2[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][N:26]([CH3:39])[CH2:27][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]

参加物

5

反応物 3

HCID 202751-IodononaneHCID 516892Sodium BicarbonateHCID 1587066511beta-Fluoro-3-hydroxy-7alpha-[5-(methylamino)-pentyl]-estra-1,3,5(10)-trien-17-one

生成物 1

HCID 6991801811beta-Fluoro-3-hydroxy-7alpha-{5-[methyl-nonyl-amino]pentyl}oestra-1,3,5(10)-trien-17-one

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

526 mg of 11β-fluoro-3-hydroxy-7α-[5-(methyl-amino)-pentyl]-estra-1,3,5(10)-trien-17-one and 127 mg of iodononane are dissolved in 5 ml of anhydrous DMF and stirred for 4 hours at a bath temperature of 100° C. For working-up, the batch is added to semi-saturated sodium bicarbonate solution, extracted 3 times with methylene chloride, dried on magnesium sulfate and concentrated by evaporation in a vacuum. Preparative column chromatography yields 85 mg of 11β-fluoro-3-hydroxy-7α-{5-[methyl-nonyl-amino]-pentyl}-estra-1,3,5(10)-trien-17-one as a foam.

後処理

  1. extractionextracted 3 times with methylene chloride
  2. customdried on magnesium sulfate
  3. concentrationconcentrated by evaporation in a vacuum

出典と根拠

ORDレコード
ord-390135ea1fa541adb4ee0ec32c58faaa
出典データセット
uspto-grants-2004_08
特許番号
US06780855B2

反応ノート

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