Abstract
Novel N-alkylated phospholipids have been prepared in high yield by a three-step procedure utilising phosphoramidite intermediates. 3-tert-Butyl-2-chloro-1,3,2-oxazaphosphacyclopentane 1 reacts with alcohols to give cyclic phosphoramidites in near-quantitative yield. These are oxidised to the corresponding phosphates in very high yield with N2O4. The phosphates are hydrolysed in water at ambient temperature, via exclusive P–N cleavage, to yield the target phospholipids. Spectral data on the intermediates and products are included and discussed.
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