Pyridine → 1alpha-Methyl-17beta,19-di(trimethylsiloxy)-5alpha-androstan-3-one

HRID 1834967Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1834967
[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]2[C@H:8]3[C@H:19]([CH2:20][CH2:21][C@:3]12[CH3:4])[C@:16]1([CH2:17][OH:18])[C@H:11]([CH2:12][C:13](=[O:23])[CH2:14][C@@H:15]1[CH3:22])[CH2:10][CH2:9]3.[CH3:24][Si:25]([CH3:28])([CH3:27])Cl.N1C=CC=CC=1>C1C=CC=CC=1>[CH3:22][C@@H:15]1[C@@:16]2([CH2:17][O:18][Si:25]([CH3:28])([CH3:27])[CH3:24])[C@@H:11]([CH2:10][CH2:9][C@@H:8]3[C@@H:19]2[CH2:20][CH2:21][C@@:3]2([CH3:4])[C@H:5]3[CH2:6][CH2:7][C@@H:2]2[O:1][Si:25]([CH3:28])([CH3:27])[CH3:24])[CH2:12][C:13](=[O:23])[CH2:14]1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 6397ChlorotrimethylsilaneHCID 7061509617beta,19-Dihydroxy-1alpha-methyl-5alpha-androstan-3-one

Produkt 1

HCID 228015331alpha-Methyl-17beta,19-di(trimethylsiloxy)-5alpha-androstan-3-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

A mixture of 17β,19-dihydroxy-1α-methyl-5α-androstan-3-one, trimethylchlorosilane and pyridine in benzene is heated to its reflux temperature for a period of about 14 hours. The reaction mixture is vacuum filtered, the organic layer is washed with water, dried over magnesium sulfate and concentrated in vacuum. Crystallization of the residue from hexane yields 1α-methyl-17β,19-di(trimethylsiloxy)-5α-androstan-3-one.

Aufarbeitung

  1. temperatureis heated to its
  2. temperaturereflux temperature for a period of about 14 hours
  3. filtrationfiltered
  4. washthe organic layer is washed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated in vacuum
  7. customCrystallization of the residue from hexane

Quellen und Nachweise

ORD-Eintrag
ord-c9260c3151d44116bb965af33edb6bef
Quelldatensatz
uspto-grants-1978_01
Patentnummer
US04071625

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