Synthesis of cyclic sphingosine 1,3-phosphate (cSPP) through a photolytic reaction

Lixin Qiao, Alan P. Kozikowski

Research output: Contribution to journalArticle

Abstract

The synthesis of cyclic sphingosine 1,3-phosphate through photolytic methodology is described starting from D-erythro-sphingosine. A bifunctional phosphorylating reagent, 2-cyanoethyl N,N-diisopropylchlorophosphoramidite, is used to introduce the cyclic 1,3-phosphate moiety. This procedure generates cSPP in four steps and in 36% overall yield.

Original languageEnglish (US)
Pages (from-to)8959-8962
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number49
StatePublished - Dec 3 1998
Externally publishedYes

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Sphingosine
Phosphates
Cross-Linking Reagents
sphingosine 1-phosphate
erythro-(2R,3S)-sphingosine

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Synthesis of cyclic sphingosine 1,3-phosphate (cSPP) through a photolytic reaction. / Qiao, Lixin; Kozikowski, Alan P.

In: Tetrahedron Letters, Vol. 39, No. 49, 03.12.1998, p. 8959-8962.

Research output: Contribution to journalArticle

Qiao, L & Kozikowski, AP 1998, 'Synthesis of cyclic sphingosine 1,3-phosphate (cSPP) through a photolytic reaction', Tetrahedron Letters, vol. 39, no. 49, pp. 8959-8962.
Qiao, Lixin ; Kozikowski, Alan P. / Synthesis of cyclic sphingosine 1,3-phosphate (cSPP) through a photolytic reaction. In: Tetrahedron Letters. 1998 ; Vol. 39, No. 49. pp. 8959-8962.
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