Reaktionsgleichung
[N+](=[CH:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])=[N-].[S:13]1[C@H:24]2[CH2:25][C@@H:26]([OH:37])[C@H:27](/[CH:28]=[CH:29]/[C@@H:30]([OH:36])[CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])[C@H:23]2[CH2:22][CH:14]1[CH2:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20].CO>C(Cl)Cl>[CH2:3]([O:21][C:19](=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]1[S:13][C@H:24]2[CH2:25][C@@H:26]([OH:37])[C@H:27](/[CH:28]=[CH:29]/[C@@H:30]([OH:36])[CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])[C@H:23]2[CH2:22]1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
An ethereal solution of diazodecane was added dropwise to a solution of 100 mg of (13E)-(6RS,9α,11α,15S)-6,9-epithio-11,15-dihydroxyprost-13-enoic acid (prepared as described in Example 2) in 5 ml of methylene chloride at room temperature with stirring until the starting material was not detected by thin layer chromatography on silica gel using a 2% v/v solution of methanol in ethyl acetate as developing solvent. The reaction mixture was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel using a mixture of cyclohexane and ethyl acetate (1:1) as eluent to give 109 mg of the title compound having the following physical characteristics:
Aufarbeitung
- concentrationThe reaction mixture was concentrated under reduced pressure
- customthe residue was purified by column chromatography on silica gel using
- additiona mixture of cyclohexane and ethyl acetate (1:1) as eluent
Quellen und Nachweise
- ORD-Eintrag
- ord-d137306047c94a5ba922b0939d878a9a
- Quelldatensatz
- uspto-grants-1983_01
- Patentnummer
- US04367237
Verknüpfte Notizen
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