Oxolan-3-amine → Rac-2-[2-(3-butyl-5-methyl-isoxazol-4-yl)-ethyl]-4-methyl-thiazole-5-carboxylic acid (tetrahydro-furan-3-yl)-amide
Reaction equation
[CH2:1]([C:5]1[C:9]([CH2:10][CH2:11][C:12]2[S:13][C:14]([C:18]([OH:20])=O)=[C:15]([CH3:17])[N:16]=2)=[C:8]([CH3:21])[O:7][N:6]=1)[CH2:2][CH2:3][CH3:4].[O:22]1[CH2:26][CH2:25][CH:24]([NH2:27])[CH2:23]1>>[O:22]1[CH2:26][CH2:25][CH:24]([NH:27][C:18]([C:14]2[S:13][C:12]([CH2:11][CH2:10][C:9]3[C:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[N:6][O:7][C:8]=3[CH3:21])=[N:16][C:15]=2[CH3:17])=[O:20])[CH2:23]1Participants
3
Procedure
As described for example 48e, 2-[2-(3-butyl-5-methyl-isoxazol-4-yl)-ethyl]-4-methyl-thiazole-5-carboxylic acid (75 mg, 0.23 mmol) was converted, using rac-tetrahydrofuran-3-amine instead of isopropylamine, to the title compound (35 mg, 40%) which was obtained as a light brown oil. MS: m/e=378.3 [M+H]+.