Title of article
Selective phosphorylation of diols with a Lewis acid catalyst
Author/Authors
Coppola، نويسنده , , Kyle A. and Testa، نويسنده , , Joseph W. and Allen، نويسنده , , Emily E. and Sculimbrene، نويسنده , , Bianca R. Sculimbrene، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2014
Pages
4
From page
4203
To page
4206
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.
Keywords
Diols , FTY720 , Catalytic , phosphorylation
Journal title
Tetrahedron Letters
Serial Year
2014
Journal title
Tetrahedron Letters
Record number
1890206
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