Sodium Iodide → HCID 10152457, Verbindung
Reaktionsgleichung
[C:1]([C@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:9](=[O:24])[CH2:10][CH2:11][CH2:12][CH2:13][C:14]([N:16]1[CH2:20][CH2:19][CH2:18][C@@H:17]1[C:21]([OH:23])=[O:22])=[O:15])([OH:3])=[O:2].Cl[CH2:26][C:27]([N:29]([CH3:31])[CH3:30])=[O:28].[I-].[Na+].[CH2:34]([N:36]([CH2:39]C)[CH2:37]C)[CH3:35].CN(C)C=[O:44]>>[CH3:30][N:29]([CH3:31])[C:27]([CH2:26][O:22][C:21]([C@H:17]1[CH2:18][CH2:19][CH2:20][N:16]1[C:14](=[O:15])[CH2:13][CH2:12][CH2:11][CH2:10][C:9]([N:5]1[CH2:6][CH2:7][CH2:8][C@@H:4]1[C:1]([O:3][CH2:35][C:34](=[O:44])[N:36]([CH3:39])[CH3:37])=[O:2])=[O:24])=[O:23])=[O:28]Komponenten
6
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
To a solution of 170 mg (0.5 mmol) (R)-1-[6-[(R)-2-carboxy-pyrrolidin-1-yl]-6-oxo-hexanoyl]-pyrrolidine-2-carboxylic acid and 103 ml (1 mmol) 2-chloro-N,N-dimethylacetamide in 2.5 ml dimethylformamide were added 14.9 mg (0.1 mmol) sodium iodide and 139 ml (1 mmol) triethylamine. After stirring overnight at 100° C. the solvent was distilled off, the residue was taken up with dichloromethane and extracted with water. The organic extracts were dried with sodium sulfite and the solvent was distilled off to yield 190 mg (84%) of (R)-1-{6-[(R)-2-(dimethylcarbamoyl-methoxycarbonyl)-pyrrolidin-1-yl]-6-oxo-hexanoyl}-pyrrolidine-2-carboxylic acid dimethylcarbamoyl-methyl ester as a yellow oil, MS m/e (%): 511 (M+H+, 100).
Aufarbeitung
- distillationwas distilled off
- extractionextracted with water
- dry with materialThe organic extracts were dried with sodium sulfite
- distillationthe solvent was distilled off
Quellen und Nachweise
- ORD-Eintrag
- ord-084f65d3401b45229f8ab3ac8fdc2848
- Quelldatensatz
- uspto-grants-2005_06
- Patentnummer
- US06903129B2
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