Regioselective Synthesis of Inositol Phosphate Diesters via a Cyclic Phosphate Triester Approach

Carsten Schultz, Thomas Metschies, Benjamin Gerlach, Christoph Stadler, Bernd Jastorff

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Phosphate-substituted analogues of myo-inositol 1-phosphate and 2-phosphate were synthesized by a novel method via a five-membered cyclic phosphate triester intermediate, which was cleaved regioselectively by various alcohols. Low temperatures and bulky alcohols gave higher selectivity for myo-inositol 1-phosphate alkyl esters. Addition of sodium sulfite to the reaction mixture yielded predominantly the 2-phosphate diester.

Original languageEnglish (US)
Pages (from-to)163-165
Number of pages3
JournalSynlett
Volume1990
Issue number3
DOIs
StatePublished - Mar 1 1990
Externally publishedYes

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Inositol Phosphates
Phosphates
Alcohols
Esters
Temperature
inositol 1-phosphate

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Regioselective Synthesis of Inositol Phosphate Diesters via a Cyclic Phosphate Triester Approach. / Schultz, Carsten; Metschies, Thomas; Gerlach, Benjamin; Stadler, Christoph; Jastorff, Bernd.

In: Synlett, Vol. 1990, No. 3, 01.03.1990, p. 163-165.

Research output: Contribution to journalArticle

Schultz, Carsten ; Metschies, Thomas ; Gerlach, Benjamin ; Stadler, Christoph ; Jastorff, Bernd. / Regioselective Synthesis of Inositol Phosphate Diesters via a Cyclic Phosphate Triester Approach. In: Synlett. 1990 ; Vol. 1990, No. 3. pp. 163-165.
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