Chemical synthesis of nucleoside H-boranophosphonates and their application as precursors of P-modified nucleotide analogues.
Nucleoside H-boranophosphonates were synthesized via the condensation reactions of appropriately protected nucleosides with monopyridinium H-boranophosphonate and subsequent deprotection under basic conditions. 3',5'-O-Protected dinucleoside H-boranophosphonates were also synthesized via the condensation of the corresponding 5'-O-protected nucleoside 3'-H-boranophosphonates with 3'-O-protected nucleosides. A study on the chemical properties of the resultant dinucleoside phosphate analogues revealed that the P-H group could be further modified under anhydrous basic conditions.
Oka
Natsuhisa
N
Department of Chemistry, Faculty of Engineering, Gifu University, Gifu 501-1193, Japan. oka@gifu-u.ac.jp
Higashida
Renpei
R
Takayama
Yuji
Y
Ando
Kaori
K
Wada
Takeshi
T
D001880:Boranes / Q000737:chemistry*; D009711:Nucleotides / Q000138:chemical synthesis / Q000737:chemistry*; D063065:Organophosphonates / Q000138:chemical synthesis / Q000737:chemistry*
D001880:Boranes; D009711:Nucleotides; D063065:Organophosphonates