Automated 3'-H-phosphonate synthesis of oligodeoxyribonucleotides using amidine protected purine synthons

Nucleic Acids Symp Ser. 1987:(18):193-6.

Abstract

Side reaction during phosphitylation of 5'-O-dimethoxytrityl-N2-isobutyryl-2'-deoxyguanosine was observed. As a suitable dG synthon, 5'-O-dimethoxytrityl-N2-dimethylaminomethyl-ene-3'-H-phosphonate was developed and used, along with 3'-H-phosphonates of 5'-O-dimethoxytrityl derivatives of dT, N4--benzoyl-dC and N6-dimethylaminoethylidene-dA, in automated synthesis of several oligodeoxyribonucleotides containing 30-40 bases.

MeSH terms

  • Amidines*
  • Indicators and Reagents
  • Oligodeoxyribonucleotides / chemical synthesis*
  • Organophosphonates*
  • Purines*

Substances

  • Amidines
  • Indicators and Reagents
  • Oligodeoxyribonucleotides
  • Organophosphonates
  • Purines