Triethylamine → 2-[2-[N-(4-Fluoro-2-trifluoromethylphenyl)sulfamoyl]benzoylamino]-2-hydroxymethylacetic Acid Methyl Ester
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][S:9]([C:12]2[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=2[C:14]([OH:16])=O)(=[O:11])=[O:10])=[C:4]([C:21]([F:24])([F:23])[F:22])[CH:3]=1.Cl.[CH2:26]([O:28][C:29](=[O:34])[C@H:30]([CH2:32][OH:33])[NH2:31])C.O.OC1C2N=NNC=2C=CC=1.C(N(CC)CC)C.C1(N=C=NC2CCCCC2)CCCCC1>>[CH3:26][O:28][C:29](=[O:34])[CH:30]([NH:31][C:14](=[O:16])[C:13]1[CH:17]=[CH:18][CH:19]=[CH:20][C:12]=1[S:9](=[O:11])(=[O:10])[NH:8][C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][C:4]=1[C:21]([F:22])([F:23])[F:24])[CH2:32][OH:33]Participants
6
Reactant 5
Product 1
Procedure
Under the conditions of Example 2(a), 3.633 g (10 mmol) of 2-[N-(4-fluoro-2-trifluoromethylphenyl)sulfamoyl]benzoic acid, 1.556 g (10 mmol) of L-serine ethyl 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 chromatographed on silica gel. The title compound is eluted with ethyl acetate.
Workup
- customThe crude product is chromatographed on silica gel
- washThe title compound is eluted with ethyl acetate
Sources & evidence
- ORD record
- ord-34f8e93127ca47e2a2d40a244a090a9e
- Source dataset
- uspto-grants-1993_05
- Patent number
- US05210290
Reaction notes
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