Abstract: In this dissertation, we disclose our research results on the synthesis of 3-(3-Quinolyl)-2-propenyl-1-tert-butyl carbonate.
We first introduce 3-Bromoquinoline and ethyl acrylate as the raw material in preparation of Quinoline-3-propenoic acid, ethyl ester,the phase transfer catalyst is tertrabutylammonium bromide. the yield is 89.2%.The hydrolysis of the ester obtained from the coupling reaction can provide Quinoline-3-propenoic acid . Reacting the acid with sodium borohydride affords 3-(3-Quinolyl)-2-propen-1-ol. Alternatively, the alkynol is coupled with the di-tert-butyl dicarbonate to obtain 3-(3-Quinolyl)-2-propenyl-1-tert-butyl carbonate. The total yield is 47.2%.
This route is certificated to be feasible in the test, which is also an important method of the synthesis of 3-(3-Quinolyl)-2-propenyl-1-tert-butyl carbonate .
Keywords: Erythromycin; 3-(3-Quinolyl)-2-propenyl-1-tert-butyl carbonate; Intermediate; Synthesis