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 41093

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-methionineamide are dissolved in 2 ml of DMSO and admixed with 178.5 mg (0.875 mmol) of trimethylsulphonium iodide and 60.4 mg (0.437 mmol) of potassium carbonate, and the mixture is stirred at 80° C. for 3.5 hours. The mixture is then concentrated under high vacuum and the residue is washed with ethanol. 99 mg of the target compound remain.

Aufarbeitung

concentrationThe mixture is then concentrated under high vacuum
washthe residue is washed with ethanol

Quellen und Nachweise

ORD-Eintrag: ord-3424eb0e1eba470992f6ab6dfff0a5e8
Quelldatensatz: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08530505B2

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