Dicyclohexylcarbodiimide → 2-[5-(4-Isobutylphenyl)-1,2,4-oxadiazol-3-yl]-4,5,6,7-tetrahydro-1-benzothiophen-4-ol

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Reaction Steps

The crude product of the title compound was synthesized by conducting the similar reaction to that mentioned in Example 2 (2c) using 4-{[t-butyl(dimethyl)silyl]oxy}-N′-hydroxy-4,5,6,7-tetrahydro-1-benzothiophene-2-carboximidamide (0.15 g, 0.50 mmol) that was obtained in Example 8 (8e), 4-isobutylbenzoic acid (89 mg, 0.50 mmol), N,N′-dicyclohexylcarbodiimide (0.11 g, 0.55 mmol), and a 1.0 M solution of tetrabutylammonium fluoride (0.75 ml, 0.75 mmol). Subsequently, the crude product of the title compound thus obtained was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (1:1) as the eluent to afford the title compound (92 mg) in a yield of 52% as a colourless oily product.

Provenance & Evidence