Synthesis of phospholipids and nucleoside-phospholipid conjugates via hydrogenphosphonate intermediates.

Chemical synthesis of nucleoside-phospholipid conjugates based on hydrogenphosphonate chemistry has been achieved via coupling of 1,2-dipalmitoylglycero-3-H-phosphonate with suitable protected nucleosides or via coupling of nucleoside H-phosphonates with 1,2-dipalmitoylglycerol. It was also found that 1,2-dipalmitoylglycero-3-H-phosphonate, which is a stable compound, can serve as a convenient intermediate in the synthesis of various phospholipids.