Reaktionsgleichung
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH2:20][CH:19]([C:21]([N:23]3[CH2:28][CH2:27][N:26]([CH2:29][CH2:30][C:31]([O:33]CC4C=CC=CC=4)=[O:32])[CH2:25][CH2:24]3)=[O:22])[O:18][C:17]2=[O:41])=[CH:12][CH:11]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].ClCCl.CO>CN(C=O)C.[Pd].C>[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH2:20][CH:19]([C:21]([N:23]3[CH2:28][CH2:27][N:26]([CH2:29][CH2:30][C:31]([OH:33])=[O:32])[CH2:25][CH2:24]3)=[O:22])[O:18][C:17]2=[O:41])=[CH:12][CH:11]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]Komponenten
5
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
1.5 g of benzyl 3-{1-[3-(4-tert-butoxycarbonylaminomethylphenyl)-2-oxo-5-oxazolidinylcarbonyl]-4-piperazinyl}propionate are hydrogenated in 50 ml of DMF over 5% Pd/charcoal. After customary workup, the crude product is dissolved in a solvent mixture consisting of dichloromethane/methanol/glacial acetic acid (70:30:2) and chromatographed over silica gel. Trituration of the product with ether gives 3-{1-[3-(4-tert-butoxycarbonylaminomethylphenyl)-2-oxo-5-oxazolidinylcarbonyl]-4-piperazinyl}propionic acid, m.p. 76°-78°.
Aufarbeitung
- customchromatographed over silica gel
Quellen und Nachweise
- ORD-Eintrag
- ord-1edb4f3bf6684720be92c5b4129ef089
- Quelldatensatz
- uspto-grants-1997_03
- Patentnummer
- US05614535
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