Method for synthesizing 9-aminocamptothecin

Abstract

The invention relates to a method for synthesizing 9-aminocamptothecin. The method solves the technical problem that the 9-aminocamptothecin cannot be industrially synthesized. The method comprises the following steps of: performing nitro reduction on 2,6-dinitrobenzaldehyde serving as a raw material to obtain 2,6-diaminobenzaldehyde glycol acetal, and performing condensation reaction on the 2,6-diaminobenzaldehyde glycol acetal and alpha-(S)-tricyclic amide to obtain the 9-aminocamptothecin. The method has the advantages of mild reaction condition, simplicity and convenience in operation, low cost, high product yield and good product purity, overcomes the defects of the prior art, and is suitable for industrialized batch synthesis production.

Description

technical field [0001] The invention belongs to the field of organic chemistry and relates to a method for the total synthesis of 9-aminocamptothecin. Background technique Camptotheca acuminate Decaisne is a plant of the genus Camptotheca in the Davidiaceae family. It is a subtropical tree species unique to my country. It likes a warm and humid climate. It is widely distributed in the Yangtze River Basin and its southern provinces. Camptothecin (CPT) is a kind of alkaloid isolated from camptothecin, which has obvious inhibitory effect on many tumor cells, and has a unique anti-cancer mechanism. It is a topoisomerase I inhibitor. 9-aminocamptothecin is one of the derivatives of camptothecin, which has shown good application prospects in the treatment of certain types of cancer. J.Med.Chem.1986,29,2358-2363 And Japanese patent document 59-51289 discloses a kind of semi-synthetic method of camptothecin, adopts mixed acid nitration, then Pd / C catalytic hydrogenation obtains...

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Problems solved by technology

J.Med.Chem.1986,29,2358-2363 and Japanese patent document 59-51289 disclose a kind of semi-synthetic method of camptothecin, adopt mixed acid nitration, then Pd / C catalytic hydrogenation obtains 9-aminocamptothecin, yield is very low, and pollution is serious, the method produces The ratio of by-product 12-nitrocamptothecin to 9-nitrocamptothecin is about 3:1

And camptothecin is extracted from camptothecin. With the depletion of camptothecin resources, the production of camptothecin can no longer meet the needs

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