Hydrochloric Acid → (4aR,4bS,5S,6aS,6bS,9aR,10aS,10bS)-5-Hydroxy-6b-(2-hydroxy-acetyl)-4a,6a-dimethyl-4b,5,6,6a,6b,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthren-2-one hydrochloride

HRID 446834Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 446834
[ClH:1].F[C@@:3]12[C@:16]3([CH3:17])[C:11](=[CH:12][C:13](=[O:18])[CH:14]=[CH:15]3)[C@@H:10](F)[CH2:9][C@H:8]1[C@@H:7]1[CH2:20][C@@H:21]3[C@:25]([C:26](=[O:32])[CH2:27][O:28]C(=O)C)([C@@:6]1([CH3:33])[CH2:5][C@@H:4]2[OH:34])[CH2:24][NH:23][CH2:22]3.Cl>CO.O1CCOCC1>[ClH:1].[OH:34][C@@H:4]1[C@H:3]2[C@@H:8]([CH2:9][CH2:10][C:11]3[C@:16]2([CH3:17])[CH:15]=[CH:14][C:13](=[O:18])[CH:12]=3)[C@@H:7]2[CH2:20][C@@H:21]3[C@:25]([C:26](=[O:32])[CH2:27][OH:28])([C@@:6]2([CH3:33])[CH2:5]1)[CH2:24][NH:23][CH2:22]3

Komponenten

5

Edukt 2

HCID 313Hydrochloric Acid2×HCID 67353702Acetic acid 2-((4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-5-hydroxy-4a,6a-dimethyl-2-oxo-2,4b,5,6,6a,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4-aH-8-aza-pentaleno[2,1-a]phenanthren-6b-yl)-2-oxo-ethyl ester hydrochloride

Produkt 1

HCID 67351491(4aR,4bS,5S,6aS,6bS,9aR,10aS,10bS)-5-Hydroxy-6b-(2-hydroxy-acetyl)-4a,6a-dimethyl-4b,5,6,6a,6b,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthren-2-one hydrochlorideAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

In a closed vessel compound 20 (300 mg, 0.600 mmol) is dissolved in MeOH, HCl (0.045 ml, 0.180 mmol) in dioxane is added and the mixture is stirred at room temperature for 10 days, then further HCl (0.045 ml, 0.180 mmol) is added and the reaction mixture is stirred for further 2 days. The reaction mixture is concentrated to dryness affording the title compound (253 mg, 0.600 mmol, 100% yield).

Aufarbeitung

  1. stirringthe reaction mixture is stirred for further 2 days
  2. concentrationThe reaction mixture is concentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-9bf8c21e35034e10a09c8b80b590eccf
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08481517B2

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