Triethylamine → 3-[3-[N-(4-Fluoro-2-trifluoromethylphenyl)sulfamoyl]propionylamino]-3-methoxycarbonylpropionic Acid Methyl Ester

HRID 248744Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 248744
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][S:9]([CH2:12][CH2:13][C:14]([OH:16])=O)(=[O:11])=[O:10])=[C:4]([C:17]([F:20])([F:19])[F:18])[CH:3]=1.Cl.[CH3:22][O:23][C:24](=[O:32])[C@H:25]([CH2:27][C:28]([O:30][CH3:31])=[O:29])[NH2:26].O.OC1C2N=NNC=2C=CC=1.C(N(CC)CC)C.C1(N=C=NC2CCCCC2)CCCCC1>>[CH3:31][O:30][C:28](=[O:29])[CH2:27][CH:25]([NH:26][C:14](=[O:16])[CH2:13][CH2:12][S:9](=[O:10])(=[O:11])[NH:8][C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][C:4]=1[C:17]([F:20])([F:19])[F:18])[C:24]([O:23][CH3:22])=[O:32]

Komponenten

6

Edukt 5

HCID 8471TriethylamineHCID 10868DicyclohexylcarbodiimideHCID 2734892L-Aspartic acid, 1,4-dimethyl ester, hydrochloride (1:1)HCID 104033993-[N-(4-fluoro-2-trifluoromethylphenyl)sulfamoyl]propionic acidHCID 178526939HCID 178526939, Verbindung

Produkt 1

HCID 545598523-[3-[N-(4-Fluoro-2-trifluoromethylphenyl)sulfamoyl]propionylamino]-3-methoxycarbonylpropionic Acid Methyl Ester

Versuchsvorschrift

Under the conditions of Example 2(a), 3.152 g (10 mmol) of 3-[N-(4-fluoro-2-trifluoromethylphenyl)sulfamoyl]propionic acid, 1.836 g (10 mmol) of L-aspartic acid dimethyl ester hydrochloride, 1.531 g (10 mmol) of hydroxybenzotriazole, hydrate, as well as 1.012 g (10 mmol) of triethylamine and 2.063 g (10 mmol) of dicyclohexylcarbodiimide are reacted and worked up analogously. The crude product is purified by column chromatography on silica gel. The title compound is eluted with ethyl acetate.

Aufarbeitung

  1. customThe crude product is purified by column chromatography on silica gel
  2. washThe title compound is eluted with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-bcd772cb68934cb8b73f453f830fbd64
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05210290

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