- Synthesis of Tiropramide
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(CAS NO.: ), with its systematic name of DL-alpha-Benzamido-p-(2-(diethylamino)ethoxy)-N,N-dipropylhydrocinnamamide, could be produced through many synthetic methods.
Following is one of the synthesis routes: Tyrosine (I) goes through the following reaction process of benzoylation with with benzoyl chloride (II) in aqueous NaOH to produce O,N-(di-benzoyl)-D,L-tyrosine (III), which by reaction with di-n-propylamine (A) by means of ethyl chlorocarbonate and triethylamine in acetone is converted into O,N-(di-benzoyl)-D,L-tyrosyl-di-n-propylamide (IV). Selective hydrolysis of (IV) with NaOH in methanol - water produces N-benzoyl-D,L-tyrosyl-di-n-propylamide (V), which is finally condensed with 2-(diethylamino)ethyl chloride (VI) in the presence of sodium methoxide in refluxing toluene.
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