Trifluoroacetic acid → (R)-Tetrahydro-1H-oxazolo[3,4-a]pyrazin-3(5H)-one
Reaktionsgleichung
[O:1]=[C:2]1[N:6]2[CH2:7][CH2:8][N:9](C(OC(C)(C)C)=O)[CH2:10][C@@H:5]2[CH2:4][O:3]1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:4]1[C@H:5]2[CH2:10][NH:9][CH2:8][CH2:7][N:6]2[C:2](=[O:1])[O:3]1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a cooled (0° C.) solution of (R)-tert-butyl 3-oxo-tetrahydro-1H-oxazolo[3,4-a]pyrazine-7(3H)-carboxylate (3.01 g, 12 mmol) in 100 mL CH2Cl2 was added TFA (75 mL, 973 mmol) dropwise. After 2 h the reaction mixture was concentrated to dryness to give a brown semi-crystalline solid, which was purified through a plug of silica gel eluting successively with hexane, Et2O, CH2Cl2 and 10% 2M NH3 in MeOH/CH2Cl2 to give 2.29 g of an orange oil. MS m/z: 143.1 [M+1].
Aufarbeitung
- concentrationAfter 2 h the reaction mixture was concentrated to dryness
- customto give a brown semi-crystalline solid, which
- customwas purified through a plug of silica gel eluting successively with hexane, Et2O, CH2Cl2 and 10% 2M NH3 in MeOH/CH2Cl2
Quellen und Nachweise
- ORD-Eintrag
- ord-ba8769b5c82f4a2d8909413e2f373510
- Quelldatensatz
- uspto-grants-2010_07
- Patentnummer
- US07759337B2
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