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Comparison of Cyclic and Acyclic Phosphites by Selective Phosphorylation. Synthesis of Phosphatidylinositol 4-Phosphate
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Abstract
To compare the synthetic utility of cyclic xylylene N,N-diethylphosphoramidite and its acyclic analog, dibenzyl ester, both phosphites derived from them with dipalmitoylglycerol were subjected to the selective phosphorylation at the OH-3 position in 1,2:4,5-di-O-cyclohexylidene-myo-inositol in the presence of pyridinium tribromide, and the cyclic version showed to be much superior to the acyclic. The 3-O-phosphorylated product was conveniently converted into phosphatidylinositol 4-phosphate.
Oxford University Press (OUP)
Title: Comparison of Cyclic and Acyclic Phosphites by Selective Phosphorylation. Synthesis of Phosphatidylinositol 4-Phosphate
Description:
Abstract
To compare the synthetic utility of cyclic xylylene N,N-diethylphosphoramidite and its acyclic analog, dibenzyl ester, both phosphites derived from them with dipalmitoylglycerol were subjected to the selective phosphorylation at the OH-3 position in 1,2:4,5-di-O-cyclohexylidene-myo-inositol in the presence of pyridinium tribromide, and the cyclic version showed to be much superior to the acyclic.
The 3-O-phosphorylated product was conveniently converted into phosphatidylinositol 4-phosphate.
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