(6R, 7R)-2,2-dimethyl-7-(1-methoxy-1-methylethyl)-1-aza-3-oxabicyclo[4.2.0]octan-8-one → (3R, 4R)-4-(2-hydroxyethyl)-3-(1-methoxy-1-methylethyl)azetidin-2-one
Reaktionsgleichung
CC1(C)[O:9][CH2:8][CH2:7][C@H:6]2[N:3]1[C:4](=[O:15])[C@H:5]2[C:10]([O:13][CH3:14])([CH3:12])[CH3:11]>C(O)(=O)C.O>[OH:9][CH2:8][CH2:7][C@H:6]1[NH:3][C:4](=[O:15])[C@H:5]1[C:10]([O:13][CH3:14])([CH3:12])[CH3:11]Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 65 °C
Versuchsvorschrift
A solution of (6R, 7R)-2,2-dimethyl-7-(1-methoxy-1-methylethyl)-1-aza-3-oxabicylco[4.2.0]octan-8-one (345 mg) in a mixture of acetic acid (5.52 ml) and water (1.38 ml) was heated at 65° C. for 30 minutes. The mixture was cooled to ambient temperature and evaporated in vacuo. Xylene was added to the residue and the resultant suspension was evaporated in vacuo. The crystalline residue was dissolved in a mixture of methanol and xylene and the resultant solution was evaporated in vacuo. This operation was repeated once, and the crystalline residue was washed with hexane to give (3R, 4R)-4-(2-hydroxyethyl)-3-(1-methoxy-1-methylethyl)azetidin-2-one (275 mg).
Aufarbeitung
- temperatureThe mixture was cooled to ambient temperature
- customevaporated in vacuo
- additionXylene was added to the residue
- customthe resultant suspension was evaporated in vacuo
- dissolutionThe crystalline residue was dissolved in a mixture of methanol and xylene
- customthe resultant solution was evaporated in vacuo
- washthe crystalline residue was washed with hexane
Quellen und Nachweise
- ORD-Eintrag
- ord-f1c0e507b24c47fe9bf9571f665924cc
- Quelldatensatz
- uspto-grants-1987_02
- Patentnummer
- US04640915
Notizen zur Reaktion
Wird geladen…