Direct mono-phosphorylation of 1,3-diols. A synthesis of FTY720-phosphate

A novel method for selective and direct phosphorylation of various diols using silver(I) oxide, tetrabenzyl pyrophosphate (TBPP), and tetrahexylammonium iodide affording mono-phosphates was developed. We applied the present method to the synthesis of FTY720-phosphate. A novel method for selective an...

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Bibliographic Details
Published inTetrahedron letters Vol. 46; no. 31; pp. 5169 - 5172
Main Authors Takeda, Shuzo, Chino, Masao, Kiuchi, Masatoshi, Adachi, Kunitomo
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 01.08.2005
Elsevier
Subjects
1,3-diol
Chemistry
Chemistry, Organic
FTY720
Mono-phosphorylation
Physical Sciences
Science & Technology
Silver(I) oxide
Tetrabenzyl pyrophosphate (TBPP)
Tetrahexylammonium iodide
Tetrabenzyl pyrophosphate (TBPP)
Tetrahexylammonium iodide
1,3-diol
Silver(I) oxide
FTY720
Mono-phosphorylation
SELECTIVE PHOSPHORYLATION
SYMMETRICAL DIOLS
NUCLEOSIDES
CONVENIENT
silver(I) oxide
IMMUNOSUPPRESSANT
ALCOHOLS
SEQUESTRATION
ACCELERATION
CIRCULATING MATURE LYMPHOCYTES
mono-phosphorylation
tetrabenzyl pyrophosphate (TBPP)
tetrahexylammonium iodide
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Summary:A novel method for selective and direct phosphorylation of various diols using silver(I) oxide, tetrabenzyl pyrophosphate (TBPP), and tetrahexylammonium iodide affording mono-phosphates was developed. We applied the present method to the synthesis of FTY720-phosphate. A novel method for selective and direct phosphorylation of various 1,3-diols using silver(I) oxide, tetrabenzyl pyrophosphate (TBPP), and tetrahexylammonium iodide affording mono-phosphates was developed. We applied the present method to the synthesis of FTY720-phosphate.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2005.05.127