合成路线图解说明: The reaction of 2-amino-3-hydroxy benzoic acid methyl ester (I) with 2-benzyloxybenzoyl chloride (II) by means of pyridine in benzene gives the corresponding amide (III), which is cyclized by heating at 230 C yielding 2-(benzyloxyphenyl)benzoxazole-4-carboxylic acid methyl ester (IV). The hydrolysis of (IV) by means of NaOH in THF/water affords the correponding free acid (V), which is condensed with 2-amino-3-hydroxybenzoic acid methyl ester (I) by means of oxalyl chloride to give the expected amide (VI). Finally, this compound is cyclized by means of p-toluenesulfonic acid in refluxing toluene. |