Reaktionsgleichung
[CH3:1][S-:2].[Na+].[C:4]([O:8][C:9]([N:11]1[CH2:15][CH2:14][C@H:13]([C@@H:16]2[CH2:18][O:17]2)[CH2:12]1)=[O:10])([CH3:7])([CH3:6])[CH3:5].O>C1COCC1>[C:4]([O:8][C:9]([N:11]1[CH2:15][CH2:14][C@H:13]([C@@H:16]([OH:17])[CH2:18][S:2][CH3:1])[CH2:12]1)=[O:10])([CH3:7])([CH3:6])[CH3:5]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
Sodium methyl mercaptide (296 mg, 4.2 mmol) was dissolved in THF (1.0 mL), and the mixture was stirred for 10 minutes at room temperature. (S)—(R)-3-Oxiranylpyrrolidine-1-carboxylic acid t-butyl ester (300 mg, 1.41 mmol) was dissolved in THF (0.4 mL) and added to the mixture. The resulting solution was placed in a microwave reactor for 30 minutes at 100° C., then cooled to room temperature. Hexanes (3×10 mL) was added, followed by water (10 mL). The organic layer was collected, dried over Na2SO4, filtered, and concentrated. The crude product was purified by column chromatography (0-100% EtOAc in hexanes) to yield the title compound as a clear oil (207 mg).
Aufarbeitung
- additionadded to the mixture
- waitThe resulting solution was placed in a microwave reactor for 30 minutes at 100° C.
- temperaturecooled to room temperature
- customThe organic layer was collected
- dry with materialdried over Na2SO4
- filtrationfiltered
- concentrationconcentrated
- customThe crude product was purified by column chromatography (0-100% EtOAc in hexanes)
Quellen und Nachweise
- ORD-Eintrag
- ord-81c689d447e94b30a9fe7c63f45e532e
- Quelldatensatz
- uspto-grants-2014_10
- Patentnummer
- US08853255B2
Verknüpfte Notizen
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