Abstract

Background

Etravirine (ETV) was approved as the second generation drug for use in individuals infected with HIV-1 in 2008 by the U.S. FDA with its unique antiviral activity, high specificity, and low toxicity. However, there are some shortcomings of the existing synthetic routes, such as the long reaction time and poor yield.

Results

This article describes our efforts to develop an efficient, practical, microwave-promoted synthetic method for one key intermediate of ETV, which is capable of being operated on a scale-up synthesis level. Through this optimized synthetic procedure, the amination reaction time decreased from 12 h to 15 min and the overall yield improved from 30.4 to 38.5%.

Conclusion

Overall, we developed a practical synthesis of ETV via a microwave-promoted method, and the synthetic procedure could be amenable to scale-up, and production costs could be significantly lowered.

Details

Title
Development of a practical synthesis of etravirine via a microwave-promoted amination
Author
Feng, Da 1 ; Fenju Wei 1 ; Wang, Zhao 1 ; Kang, Dongwei 1   VIAFID ORCID Logo  ; Zhan, Peng 1 ; Liu, Xinyong 1 

1  Department of Medicinal Chemistry, Key Laboratory of Chemical Biology (Ministry of Education), School of Pharmaceutical Sciences, Shandong University, Ji’nan, Shandong, People’s Republic of China 
Pages
1-6
Publication year
2018
Publication date
Dec 2018
Publisher
Springer Nature B.V.
e-ISSN
1752153X
Source type
Scholarly Journal
Language of publication
English
DOI
https://doi.org/10.1186/s13065-018-0504-4
ProQuest document ID
2158433747
Copyright
Chemistry Central Journal is a copyright of Springer, (2018). All Rights Reserved., © 2018. This work is published under http://creativecommons.org/licenses/by/4.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.