反応式
C(B(CC)[C:4]1[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=1)C.FC(F)(F)S(O[C:18]1[C@:19]2([CH2:36][CH2:35][C@H:34]3[C@@H:24]([CH2:25][CH:26]=[C:27]4[C@:32]3([CH3:33])[CH2:31][CH2:30][C:29]([O:37][C:38]3[C:43]([F:44])=[C:42]([F:45])[C:41]([C:46]([F:49])([F:48])[F:47])=[C:40]([F:50])[C:39]=3[F:51])=[CH:28]4)[C@@H:21]2[CH2:22][CH:23]=1)[CH3:20])(=O)=O.C(=O)([O-])[O-].[Na+].[Na+]>Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C1COCC1>[F:44][C:43]1[C:42]([F:45])=[C:41]([C:46]([F:48])([F:47])[F:49])[C:40]([F:50])=[C:39]([F:51])[C:38]=1[O:37][C:29]1[CH2:30][CH2:31][C@@:32]2([CH3:33])[C:27](=[CH:26][CH2:25][C@@H:24]3[C@@H:34]2[CH2:35][CH2:36][C@@:19]2([CH3:20])[C@H:21]3[CH2:22][CH:23]=[C:18]2[C:4]2[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=2)[CH:28]=1参加物
反応物 3
生成物 1
試薬・触媒・溶媒 2
実験手順
The method essentially followed that of Example 1(b) but using diethyl(3-pyridyl)borane (0.44 g, 3.0 mmol), 3-[2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenoxy]androsta-3,5,16-trien-17-yl trifluoromethanesulphonate (1.27 g, 2.0 mmol), THF (10 ml), bis(triphenylphosphine)palladium(II) chloride (70 mg, 0.1 mmol), and aqueous sodium carbonate (2M, 5 ml). Chromatography, on elution with light petroleum-diethylether (3:1), afforded the title compound (0.82g, 73%) which crystallised from hexane, m.p. 166.0°-166.5° C. 1H-NMR (CDCl3) inter alia δ 1.05(3H,s,19-CH3), 1.07(3H,s,18-CH3), 5.18(1H,s,4-H), 5.32(1H,m,6-H), 6.01(1H,m, 16-H), 7.23(1H,m,Py 5-H), 7.66(1H,m,Py 4-H, 8.47(1H,m,Py 6-H), 8.63(1H,m,Py 2-H). Anal. Calcd: C, 66.07; H, 5.01; N, 2.49; F, 23.60. Found: C, 65.97; H, 5.02; N, 2.47; F, 23.41%.
後処理
- washChromatography, on elution with light petroleum-diethylether (3:1)
出典と根拠
- ORDレコード
- ord-f2a90bb7969747de929fec251ea57b01
- 出典データセット
- uspto-grants-1997_04
- 特許番号
- US05618807
関連ノート
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