Triethylamine → 11beta-Dipropylaminoacetoxy-3alpha-hydroxy-5alpha-pregnan-20-one

HRID 1701430Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1701430
[CH2:1]([N:4]([CH2:8][C:9]([O:11][C@H:12]1[CH2:31][C@@:30]2([CH3:32])[C@@H:23]([CH2:24][CH2:25][C@@H:26]2[C:27](=[O:29])[CH3:28])[C@H:22]2[C@H:13]1[C@:14]1([CH3:34])[C@@H:19]([CH2:20][CH2:21]2)[CH2:18][C:17](=[O:33])[CH2:16][CH2:15]1)=[O:10])[CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3].C(N(CC)CC)C>C(=O)(O)[O-].[Na+].O.Cl.Cl.Cl[Ir](Cl)(Cl)Cl>[CH2:1]([N:4]([CH2:8][C:9]([O:11][C@H:12]1[CH2:31][C@@:30]2([CH3:32])[C@@H:23]([CH2:24][CH2:25][C@@H:26]2[C:27](=[O:29])[CH3:28])[C@H:22]2[C@H:13]1[C@:14]1([CH3:34])[C@@H:19]([CH2:20][CH2:21]2)[CH2:18][C@H:17]([OH:33])[CH2:16][CH2:15]1)=[O:10])[CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3]

Komponenten

5

Edukt 2

HCID 8471TriethylamineHCID 7058369811beta-Dipropylaminoacetoxy-5alpha-pregnane-3,20-dione

Produkt 1

HCID 2281032311beta-Dipropylaminoacetoxy-3alpha-hydroxy-5alpha-pregnan-20-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 16211483Tetrachloroiridium--hydrogen chloride--water (1/2/1)KatalysatorHCID 516892Sodium BicarbonateLösungsmittel

Versuchsvorschrift

11β-Dipropylaminoacetoxy-5α-pregnane-3,20-dione (300 mg) was added to a solution of chloroiridic acid reagent (10 ml) containing triethylamine (1.1 ml). The mixture was boiled for about 20 minutes, cooled and diluted with sodium bicarbonate solution and the precipitated solid collected by filtration to afford title compound, m.p. 107°-115°, [α]D +91.3° (230 mg).

Aufarbeitung

  1. temperaturecooled
  2. filtrationthe precipitated solid collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-b6694a3c81e8453abc5839ffbb513d5d
Quelldatensatz
uspto-grants-1980_03
Patentnummer
US04192871

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