Potassium Carbonate → Tert-butyl (3r)-1-{4-[(5s)-5-({[(5-chloro-2-thienyl)carbonyl]amino}methyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-2-oxo-3-pyrrolidinylcarbamate

HRID 499745

Reaktionsgleichung

[C:1]([O:5][C:6]([NH:8][C@@H:9]([C:14]([NH:16][C:17]1[CH:22]=[CH:21][C:20]([N:23]2[CH2:27][C@H:26]([CH2:28][NH:29][C:30]([C:32]3[S:33][C:34]([Cl:37])=[CH:35][CH:36]=3)=[O:31])[O:25][C:24]2=[O:38])=[CH:19][CH:18]=1)=[O:15])[CH2:10][CH2:11]SC)=[O:7])([CH3:4])([CH3:3])[CH3:2].[I-].C[S+](C)C.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[Cl:37][C:34]1[S:33][C:32]([C:30]([NH:29][CH2:28][C@@H:26]2[O:25][C:24](=[O:38])[N:23]([C:20]3[CH:21]=[CH:22][C:17]([N:16]4[CH2:11][CH2:10][C@@H:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:2])[CH3:3])[C:14]4=[O:15])=[CH:18][CH:19]=3)[CH2:27]2)=[O:31])=[CH:36][CH:35]=1

Komponenten

Reaktionsbedingungen

Temperatur: 80 °C

Versuchsvorschrift

170 mg (0.292 mmol) of N2-(tert-butoxycarbonyl)-N1-{4-[(5S)-5-({[(5-chloro-2-thienyl)carbonyl]amino}methyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-D-methioninamide are dissolved in 2 ml of DMSO, and 178.5 mg (0.875 mmol) of trimethylsulfonium iodide and 60.4 mg (0.437 mmol) of potassium carbonate are added, and the mixture is stirred at 80° C. for 3.5 hours. It is then evaporated under high vacuum, and the residue is washed with ethanol. 99 mg of the target compound remain.

Aufarbeitung

customIt is then evaporated under high vacuum
washthe residue is washed with ethanol

Quellen und Nachweise

ORD-Eintrag: ord-77f0fe652d1746dab48ccfad5d7019c9
Quelldatensatz: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07767702B2

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