Water → 11beta-Methoxy-3-triethylsilyloxy-estra-1,3,5(10),16-tetraene

HRID 2215944

Reaktionsgleichung

Reaktionsgleichung von HRID 2215944
[CH3:1][O:2][C@H:3]1[CH2:20][C@@:18]2([CH3:19])[C@@H:14]([CH2:15][CH:16]=[CH:17]2)[C@H:13]2[C@H:4]1[C:5]1[CH:6]=[CH:7][C:8]([OH:21])=[CH:9][C:10]=1[CH2:11][CH2:12]2.N1C=CC=CC=1.[CH2:28]([Si:30]([CH2:34][CH3:35])([CH2:32][CH3:33])Br)[CH3:29].O>C(OC)(C)(C)C>[CH3:1][O:2][C@H:3]1[CH2:20][C@@:18]2([CH3:19])[C@@H:14]([CH2:15][CH:16]=[CH:17]2)[C@H:13]2[C@H:4]1[C:5]1[CH:6]=[CH:7][C:8]([O:21][Si:30]([CH2:34][CH3:35])([CH2:32][CH3:33])[CH2:28][CH3:29])=[CH:9][C:10]=1[CH2:11][CH2:12]2

Komponenten

6

Edukt 4

HCID 962WaterHCID 1049PyridineHCID 70680Silane, bromotriethyl-HCID 6952988811beta-Methoxy-estra-1,3,5(10),16-tetraen-3-ol

Produkt 1

HCID 6952929611beta-Methoxy-3-triethylsilyloxy-estra-1,3,5(10),16-tetraene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 15413tert-Butyl methyl etherLösungsmittel

Versuchsvorschrift

284 mg (1 mmol) of 11β-methoxy-estra-1,3,5(10),16-tetraen-3-ol is reacted in 10 ml of tert-butylmethyl ether and 1 ml of pyridine with 0.6 ml of triethylbromosilane. After 1 hour, 30 ml of water is added to the reaction suspension. The organic phase is separated, washed, dried and concentrated by evaporation in a vacuum. The oily product that is thus obtained is used immediately in the next stage (hydroboration). Yield: 380 mg (95% of theory)

Aufarbeitung

  1. customThe organic phase is separated
  2. washwashed
  3. customdried
  4. concentrationconcentrated by evaporation in a vacuum
  5. customThe oily product that is thus obtained

Quellen und Nachweise

ORD-Eintrag
ord-efbeb87e1e2b41fc8d4b3daad033ae6c
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07109360B1

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