An Expeditious Synthesis of Pyrophosphate Analogues of Farnesyl Pyrophosphate Using the Phosphonylating Agent Methyl Methylphosphonomorpholidate

Abstract
Reaction of methyl lithiomethylphosphonomorpholidate with farnesyl chloride (1-chloro-3,7,11-trimethyl-2,6,10-dodecatriene) followed by demethylation and subsequent coupling with phosphoric acid or methylphosphonic acid gave O-(farnesylmethylphosphono)phosphate (8; farnesylmethylphosphonic phosphoric anhydride) and O-(farnesylmethylphosphono)methylphosphonate (9; farnesylmethylphosphonic methylphosphonic anhydride), respectively. Furthermore, conversion of title compound 2 into tetrabutylammonium methylphosphonomorpholidate (10) followed by coupling with farnesylphosphonic acid gave O-(farnesylphosphono)methylphosphonate (12; farnesylphosphonic methylphosphonic anhydride).

This publication has 0 references indexed in Scilit: