Water → HCID 15870676, Verbindung

HRID 1838885Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1838885
[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]([O:37][CH:38]3[CH2:43][CH2:42][CH2:41][CH2:40][O:39]3)=[CH:8][C:9]=1[CH2:10][C@H:11]2[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]OS(C1C=CC(C)=CC=1)(=O)=O.[CH3:44][NH:45][CH2:46][CH2:47][CH2:48][S:49][CH2:50][CH2:51][CH2:52][C:53]([F:59])([F:58])[C:54]([F:57])([F:56])[F:55].O>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:9]=[CH:8][C:7]([O:37][CH:38]3[CH2:43][CH2:42][CH2:41][CH2:40][O:39]3)=[CH:6][C:5]=1[CH2:10][C@H:11]2[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][N:45]([CH3:44])[CH2:46][CH2:47][CH2:48][S:49][CH2:50][CH2:51][CH2:52][C:53]([F:59])([F:58])[C:54]([F:55])([F:56])[F:57]

Komponenten

5

Edukt 3

HCID 962WaterHCID 11391445HCID 11391445, VerbindungHCID 22941779HCID 22941779, Verbindung

Produkt 1

HCID 15870676HCID 15870676, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

2.0 g of 11β-fluoro-3-(tetrahydropyran-2-yloxy)-7α-(5-p-toluenesulphonyloxypentyl)oestra-1,3,5(10)-trien-17-one in 44 ml of DMF are stirred at 80° C. with 1.2 g of methyl-[3-(4,4,5,5,5-pentafluoropentylthio)propyl]-amine. After 6.5 h, the reaction mixture is treated with water. The mixture is extracted with ethyl acetate, washed with saturated sodium chloride solution and concentrated in vacuo. After chromatographing the crude product on silica gel using a methylene chloride-methanol gradient, 1.3 g of 11-fluoro-7α-{5-[N-methyl-N-3-(4,4,5,5,5-pentafluoropentylthio)propylamino]-pentyl}-3-(tetrahydropyran-2-yloxy)oestra-1,3,5(10)-trien-17-one are obtained as an oil.

Aufarbeitung

  1. extractionThe mixture is extracted with ethyl acetate
  2. washwashed with saturated sodium chloride solution
  3. concentrationconcentrated in vacuo
  4. customare obtained as an oil

Quellen und Nachweise

ORD-Eintrag
ord-24ac6fbd6c804e4e87ec259a932154cf
Quelldatensatz
uspto-grants-2004_01
Patentnummer
US06677324B1

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