di-tert-butyl 4-(4-hydroxybenzyl)-L-glutamate → (4R)-4-(4-hydroxybenzyl)-L-glutamic acid
Reaktionsgleichung
[OH:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][CH:7]([C:18]([O:20]C(C)(C)C)=[O:19])[CH2:8][C@@H:9]([C:11]([O:13]C(C)(C)C)=[O:12])[NH2:10])=[CH:4][CH:3]=1>FC(F)(F)C(O)=O.C1(C)C=CC=CC=1>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][C@@H:7]([C:18]([OH:20])=[O:19])[CH2:8][C@@H:9]([C:11]([OH:13])=[O:12])[NH2:10])=[CH:25][CH:26]=1Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
Di-tert-butyl 4-(4-hydroxybenzyl)-L-glutamate (27 mg, 58 μmol) was dissolved in trifluoroacetic acid (1 ml) and stirred at room temperature for 2 h. The mixture was then taken up in toluene and concentrated under reduced pressure. The residue was purified by preparative HPLC (RP-18; solvents: acetonitrile (+0.1% trifluoroacetic acid), water (+0.1% trifluoroacetic acid); gradient: 30%->40% acetonitrile (20 min)).