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A concise route to MK-4482 (EIDD-2801) from cytidine.

N Vasudevan¹, Grace P Ahlqvist, Catherine P McGeough

¹Medicines for All Institute, 737 N. 5th St., Box 980100, Richmond, VA 23298-0100, USA. drsnead@vcu.edu.

Chemical Communications (Cambridge, England)

|October 8, 2020

Summary

A new two-step synthesis of MK-4482 (EIDD-2801) improves yield to 75% and reduces steps. This efficient route uses cytidine, offering a significant advancement in antiviral drug manufacturing.

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Area of Science:

Organic Chemistry
Medicinal Chemistry
Process Chemistry

Background:

MK-4482 (EIDD-2801) is an antiviral compound requiring efficient synthesis.
Previous synthetic routes were lengthy and low-yielding.

Purpose of the Study:

To develop an improved, shorter, and more efficient synthetic route to MK-4482 (EIDD-2801).

Main Methods:

A two-step synthesis involving esterification and hydroxamination of cytidine.
Selective acylation and direct amination were employed.

Main Results:

Overall yield increased to 75%, a substantial improvement from 17%.
The synthetic route was reduced from five steps to two.
Replaced expensive uridine with more accessible cytidine.

Conclusions:

The developed two-step route offers a significant advancement for MK-4482 (EIDD-2801) production.
This method is more efficient, cost-effective, and scalable.