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DOI: 10.1055/s-0040-1706299
Convergent Synthesis of Immune Inhibitor IMMH002
This work was financially supported by the National Key R & D Program of China (No. 2018YFC1706403), Drug Innovation Major Project (No. 2018ZX09711001-005.China), CAMS Collaborative Innovation Project (No. 2019-I2M-1-005, China), and Disciplines Construction Project (No. 201920200802, China).
Abstract
A convergent synthesis of IMMH002 in 36% overall yield starting from bromobenzene is described with a key Suzuki–Miyaura cross-coupling reaction used to provide a crucial intermediate. The route does not require column chromatography and solves the most intractable quality problem caused by a homologue by-product in the original linear synthesis. Furthermore, reducing the use of Lewis acid mediated reactions improves the environmental impact of the synthesis and reduces overall waste. The new route described herein is more efficient, convenient, reliable, and economically more viable when compared to the previously reported linear route.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1706299.
- Supporting Information
Publication History
Received: 29 July 2020
Accepted after revision: 25 August 2020
Article published online:
14 October 2020
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