Nucleoside H-boranophosphonates: synthesis and properties of a new class of nucleotide analogs

Nucleic Acids Symp Ser (Oxf). 2007:(51):133-4. doi: 10.1093/nass/nrm067.

Abstract

Nucleoside H-boranophosphonates were synthesized via the condensation reactions of appropriately protected nucleosides with monopyridinium H-boranophosphonate. The condensation reactions gave only the mono-esterified products under the optimized conditions without formation of di-esterified byproducts. Deprotection of the condensation products was achieved under basic conditions to afford the fully-deprotected nucleoside H-boranophosphonates in excellent yields.

MeSH terms

  • Boron Compounds / chemical synthesis*
  • Boron Compounds / chemistry
  • Oligonucleotides / chemical synthesis*
  • Oligonucleotides / chemistry
  • Organophosphonates / chemistry*
  • Thymidine / chemistry

Substances

  • Boron Compounds
  • Oligonucleotides
  • Organophosphonates
  • Thymidine