Concise synthesis of dopexamine dihydrochloride via benzyl protecting protocol

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Concise synthesis of dopexamine dihydrochloride via benzyl protecting protocol

Yan Guo , Hua Zhang , Hao Yan , Hai-Long Xin , Hong-Yan Shen , You-Jun Xu

Citation: Yan Guo, Hua Zhang, Hao Yan, Hai-Long Xin, Hong-Yan Shen, You-Jun Xu. Concise synthesis of dopexamine dihydrochloride via benzyl protecting protocol[J]. Chinese Chemical Letters, 2015, 26(3): 357-360. doi: 10.1016/j.cclet.2014.11.012 shu

shu

Concise synthesis of dopexamine dihydrochloride via benzyl protecting protocol

通讯作者: Hong-Yan Shen,
You-Jun Xu,

摘要: Benzyl protecting protocol was first employed in two routes for the concise synthesis of dopexamine dihydrochloride. This protecting group could be cleanly removed under mild condition and no unacceptable ion was brought to the final product. The total yield of route I was 43.8% from phenylacetic acid, while it was 54.1% of route II from 2-(3,4-bis(benzyloxy)phenyl)acetic acid. The titration purity of the final product was more than 99.5%, while any single or total impurities met the known standard of the drug by HPLC analysis. The measured residual palladium met an acceptable limit (<1 ppm) as an API for injection.

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English

Concise synthesis of dopexamine dihydrochloride via benzyl protecting protocol

1.
School of Pharmaceutical Engineering, and Key Laboratory of Structure-Based Drug Design & Discovery (Ministry of Education), Shenyang Pharmaceutical University, Shenyang 110016, China

Corresponding author: Hong-Yan Shen, You-Jun Xu,

Received Date: 26 July 2014
Available Online: 14 November 2014

Abstract: Benzyl protecting protocol was first employed in two routes for the concise synthesis of dopexamine dihydrochloride. This protecting group could be cleanly removed under mild condition and no unacceptable ion was brought to the final product. The total yield of route I was 43.8% from phenylacetic acid, while it was 54.1% of route II from 2-(3,4-bis(benzyloxy)phenyl)acetic acid. The titration purity of the final product was more than 99.5%, while any single or total impurities met the known standard of the drug by HPLC analysis. The measured residual palladium met an acceptable limit (<1 ppm) as an API for injection.

Key words:

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