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.
ASJC Scopus subject areas
- Organic Chemistry