21-Morpholino-5alpha-pregnane-3,11,20-trione → 3alpha-Hydroxy-21-morpholino-5alpha-pregnane-11,20-dione

HRID 1576784Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1576784
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8](=[O:30])[C@@H:9]2[C@:26]3([CH3:27])[C@H:12]([C@H:13]4[C@H:23]([C:24](=[O:28])[CH2:25]3)[C@:21]3([CH3:22])[C@H:16]([CH2:17][C:18](=[O:29])[CH2:19][CH2:20]3)[CH2:15][CH2:14]4)[CH2:11][CH2:10]2)[CH2:3][CH2:2]1>O>[OH:29][C@@H:18]1[CH2:19][CH2:20][C@@:21]2([CH3:22])[C@@H:16]([CH2:15][CH2:14][C@@H:13]3[C@@H:23]2[C:24](=[O:28])[CH2:25][C@@:26]2([CH3:27])[C@H:12]3[CH2:11][CH2:10][C@@H:9]2[C:8](=[O:30])[CH2:7][N:4]2[CH2:3][CH2:2][O:1][CH2:6][CH2:5]2)[CH2:17]1

Komponenten

3

Edukt 1

HCID 8673403221-Morpholino-5alpha-pregnane-3,11,20-trione

Produkt 1

HCID 867340213alpha-Hydroxy-21-morpholino-5alpha-pregnane-11,20-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 21-morpholino-5α-pregnane-3,11,20-trione (100 mg.) in the "stock" hloroiridic solution (see preparation 6 below) (10 ml.), was refluxed for 14 hours. The cooled mixture was poured into water and made just alkaline. The slight oily precipitate was extracted into ethyl acetate and the extracts were washed with water, dried (Na2SO4), and evaporated to give essentially the title compound, shown by n.m.r. spectroscopy and T.L.C. (Rf 0.16) on silica in ethyl acetate to be identical to the product of Example 38.

Aufarbeitung

  1. temperaturewas refluxed for 14 hours
  2. extractionThe slight oily precipitate was extracted into ethyl acetate
  3. washthe extracts were washed with water
  4. dry with materialdried (Na2SO4)
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-6af6eaab32cb46feb5e8f3970243b299
Quelldatensatz
uspto-grants-1976_09
Patentnummer
US03983111

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