Water → HCID 18652192, Verbindung

HRID 1587035Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1587035
[C:1]([O:4][C@@H:5]1[CH2:26][CH2:25][C@@:24]2([CH3:27])[C@H:7]([CH2:8][CH2:9][C:10]3[C@@H:23]2[CH2:22][C@H:21]([O:28][C:29](=[O:35])[C:30]([CH3:34])([CH3:33])[CH2:31][CH3:32])[C@@:20]2([CH3:36])[C:11]=3[CH2:12][CH2:13][C@@H:14]2[C@H:15]([CH3:19])[CH2:16][CH:17]=[CH2:18])[CH2:6]1)(=[O:3])[CH3:2].C(O)(C)(C)C.[OH2:42].[OH2:43].C[N+]1([O-])CCOCC1>C(OCC)(=O)C.CCOCC.[Os](=O)(=O)(=O)=O>[C:1]([O:4][C@@H:5]1[CH2:26][CH2:25][C@@:24]2([CH3:27])[C@H:7]([CH2:8][CH2:9][C:10]3[C@@H:23]2[CH2:22][C@H:21]([O:28][C:29](=[O:35])[C:30]([CH3:34])([CH3:33])[CH2:31][CH3:32])[C@@:20]2([CH3:36])[C:11]=3[CH2:12][CH2:13][C@@H:14]2[C@H:15]([CH3:19])[CH2:16][CH:17]([OH:43])[CH2:18][OH:42])[CH2:6]1)(=[O:3])[CH3:2]

Komponenten

8

Edukt 4

HCID 962WaterHCID 6386tert-ButanolHCID 2724197N-Methylmorpholine N-oxide monohydrateHCID 67857040HCID 67857040, Verbindung

Produkt 1

HCID 18652192HCID 18652192, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 30318Osmium TetroxideKatalysatorHCID 3283Diethyl EtherLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a mixture of 3α-acetoxy-12α-(2,2-dimethyl)butyryloxy-5β-chola-8(14),23-diene (2.5 g), osmium tetroxide (0.092 g), tert-butyl alcohol (8 ml), and water (2.3 ml) is added 4-methylmorpholine-N-oxide hydrate (0.334 g). The mixture is stirred for about 2 hours at room temperature, diluted with 20% ethyl acetate in ether and washed with aqueous sodium bisulfite. The organic solution is dried over magnesium sulfate, filtered and concentrated in vacuo to give the desired product which is used, without further treatment, for the next step.

Aufarbeitung

  1. washwashed with aqueous sodium bisulfite
  2. dry with materialThe organic solution is dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-130da88bfc2a425db88a40b5dceb2788
Quelldatensatz
uspto-grants-1993_06
Patentnummer
US05216015

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