Tetrahydropyran → N-Acetyl-O-(tetrahydro-2H-pyran-2-yl)-L-serine, methyl ester
Reaktionsgleichung
[C:1]([NH:4][C@H:5]([C:8]([O:10][CH3:11])=[O:9])[CH2:6][OH:7])(=[O:3])[CH3:2].[O:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1>C(Cl)Cl>[C:1]([NH:4][C@H:5]([C:8]([O:10][CH3:11])=[O:9])[CH2:6][O:7][CH:13]1[CH2:14][CH2:15][CH2:16][CH2:17][O:12]1)(=[O:3])[CH3:2]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a solution of about 4.50 g of N-acetyl-L-serine, methyl ester in about 100 ml of dry methylene chloride was added about 2.93 ml of distilled tetrahydro-2H-pyran and about 0.34 ml of borontrifluoroetherate. The mixture was stirred under argon for about 7 hours, then washed with saturated sodium bicarbonate and brine, dried and the solvent removed under reduced pressure, giving about 6 g of the desired title compound.