Nucleoside H-boranophosphonates: synthesis and properties of a new class of nucleotide analogs.
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.
Higashida
Renpei
R
Department of Medical Genome Sciences, Graduate School of Frontier Sciences, The University of Tokyo, 5-1-5 Kashiwanoha, Kashiwa, Chiba 277-8562, Japan.
Kawanaka
Toshihide
T
Oka
Natsuhisa
N
Wada
Takeshi
T
D001896:Boron Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D063065:Organophosphonates / Q000737:chemistry*; D013936:Thymidine / Q000737:chemistry
D001896:Boron Compounds; D009841:Oligonucleotides; D063065:Organophosphonates; D013936:Thymidine