| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5269285 | Tetrahedron Letters | 2014 | 4 Pages |
Abstract
We report a method for the Lewis acid catalyzed phosphorylation of diols with pyrophosphates. Titanium alkoxides were found to be effective catalysts in the selective mono-phosphorylation for a range of diols. Diols of varying chain lengths and substituents were screened, to study the factors that influence mono- versus di-phosphorylation. It was discovered that 2-alkyl-2-amino-1,3-propanediols can be selectively mono-phosphorylated in up to 97% isolated yield. This structural core is mono-phosphorylated in numerous immunomodulating compounds including the FDA-approved drug, FTY720.67
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Kyle A. Coppola, Joseph W. Testa, Emily E. Allen, Bianca R. Sculimbrene,