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. 2022 Aug 26;28(48):e202200906.
doi: 10.1002/chem.202200906. Epub 2022 Jul 4.

A Route to Lipid ALC-0315: a Key Component of a COVID-19 mRNA Vaccine

Affiliations

A Route to Lipid ALC-0315: a Key Component of a COVID-19 mRNA Vaccine

Fariba Saadati et al. Chemistry. .

Abstract

This paper describes a synthesis of ALC-0315 by a sequence that more than doubles the overall yield relative to the published one, and that employs much cleaner reactions, thereby facilitating purifications to a considerable extent.

Keywords: RNA therapeutics; lipids; reductive amination; vaccines.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Scheme 1
Scheme 1
Structure of ALC‐0315 and public‐domain synthesis thereof.
Scheme 2
Scheme 2
Preparation of compounds 3 and 5.
Scheme 3
Scheme 3
Synthesis of ALC‐0315, 1.
Scheme 4
Scheme 4
Synthesis of diol 11 and conversion thereof to 1.

References

    1. E.g.; http://www.canada.ca/en/health-canada/services/drugs-health-products/cov....
    1. S. M. Ansell, X. Du, US 10,166,298 B2 20190101.
    1. Corey E. J., Suggs J. W., Tetrahedron Lett. 1975, 16, 2647–2650.
    1. The formation of such byproducts may be due to the acidic nature of PCC. However, conduct of the PCC oxidation reaction in the presence of Na2CO3 failed to alleviate the problem.
    1. Review: Tidwell T. T., Org. React. 1990, 39. 297–572.

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