1beta-Methyl-5-androstene-3beta,17beta,19-triol 3,17-diacetate → 1beta-Methyl-5alpha-androstane-3beta,17beta,19-triol 3,17-diacetate

HRID 1834982Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1834982
[C:1]([O:4][C@H:5]1[CH2:22][C@@H:21]([CH3:23])[C@@:20]2([CH2:24][OH:25])[C:7](=[CH:8][CH2:9][C@@H:10]3[C@@H:19]2[CH2:18][CH2:17][C@@:15]2([CH3:16])[C@H:11]3[CH2:12][CH2:13][C@@H:14]2[O:26][C:27](=[O:29])[CH3:28])[CH2:6]1)(=[O:3])[CH3:2]>CO.[Pd]>[C:1]([O:4][C@H:5]1[CH2:22][C@@H:21]([CH3:23])[C@@:20]2([CH2:24][OH:25])[C@@H:7]([CH2:8][CH2:9][C@@H:10]3[C@@H:19]2[CH2:18][CH2:17][C@@:15]2([CH3:16])[C@H:11]3[CH2:12][CH2:13][C@@H:14]2[O:26][C:27](=[O:29])[CH3:28])[CH2:6]1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 1

HCID 706148731beta-Methyl-5-androstene-3beta,17beta,19-triol 3,17-diacetate

Produkt 1

HCID 706146361beta-Methyl-5alpha-androstane-3beta,17beta,19-triol 3,17-diacetate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 1β-methyl-5-androstene-3β,17β,19-triol 3,17-diacetate in methanol is hydrogenated with a 10% palladium-on-carbon catalyst at atmospheric pressure for about 8 hours. The catalyst is removed by filtration, the filtrate is concentrated to a small volume, cooled and filtered. The residue is crystallized from a solution of hexane to yield 1β-methyl-5α-androstane-3β,17β,19-triol 3,17-diacetate.

Aufarbeitung

  1. customThe catalyst is removed by filtration
  2. concentrationthe filtrate is concentrated to a small volume
  3. temperaturecooled
  4. filtrationfiltered
  5. customThe residue is crystallized from a solution of hexane

Quellen und Nachweise

ORD-Eintrag
ord-e09ee9d2e8a947e79f7a293548b25a10
Quelldatensatz
uspto-grants-1978_01
Patentnummer
US04071625

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