合成路线1

3-Bromo-4-hydroxybenzaldehyde (I) was protected as the corresponding cyclic ketal (III) by treatment with neopentyl glycol (II) and pyridinium p-toluenesulfonate. Lithiation of (III) with n-butyllithium, followed by addition to methyl 4-methoxybenzoate (IV), furnished the triaryl carbinol (V). Deketalization of (V) with concomitant reduction of the tertiary alcohol to yield (VI) was accomplished upon heating in formic acid. Subsequent cleavage of the methoxy groups of (VI) by means of boron tribromide afforded the trihydroxy derivative (VII). Finally, dialdehyde (VII) was condensed with 1-amino-5-methyltetrazole (VIII) to generate the title bis-imine.