Methods for the preparation of diasteromerically pure phosphoramidate prodrugs
US-9487544-B2 · Nov 8, 2016 · US
US10005810B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10005810-B2 |
| Application number | US-201314442987-A |
| Country | US |
| Kind code | B2 |
| Filing date | Nov 15, 2013 |
| Priority date | Nov 16, 2012 |
| Publication date | Jun 26, 2018 |
| Grant date | Jun 26, 2018 |
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Provided are phosphoramidate nucleoside compounds of Formula (I), or pharmaceutically acceptable salts or esters or solvates thereof, useful in the treatment of cancer, viral infections and other diseases: Also provided is a process for the synthesis of the compounds of Formula (I) where a desired enantiomer, having regard to the asymmetric chiral center of the phosphorus atom P, is provided in an enriched amount. The process comprises admixing a nucleoside with a phosphorochloridate in the presence of a catalyst comprising a metal salt selected from the group consisting of salts of Cu, Fe, La and Yb.
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The invention claimed is: 1. A compound represented by: wherein the ratio of the R P diastereomer to the S P diastereomer is at most 1:20. 2. The compound of claim 1 , wherein the ratio of the R P diastereomer to the S P diastereomer is 0:100.
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