Triethylamine → 2-[4-[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][C:15]([C:16]([OH:18])=O)=[CH:14][CH:13]=2)(=[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:33])[C@H:30]([CH3:32])[NH2:31])C.O.[OH:35]C1C2N=NNC=2C=CC=1.C(N(CC)CC)C.C1(N=C=NC2CCCCC2)CCCCC1>>[CH3:26][O:28][C:29](=[O:33])[CH:30]([NH:31][C:16](=[O:18])[C:15]1[CH:19]=[CH:20][C:12]([S:9](=[O:10])(=[O:11])[NH:8][C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][C:4]=2[C:21]([F:22])([F:23])[F:24])=[CH:13][CH:14]=1)[CH2:32][OH:35]Participants
6
Reactant 5
Product 1
Procedure
Under the conditions of Example 2(a), 3.633 g (10 mmol) of 4-[N-(4-fluoro-2-trifluoromethylphenyl)sulfamoyl]benzoic acid, 1.536 g (10 mmol) of L-alanine 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-10e2a34e58614bb0b44c8f3b5b5b59d3
- Source dataset
- uspto-grants-1993_05
- Patent number
- US05210290
Reaction notes
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