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Nucleoside H-boranophosphonates: Synthesis and properties of a new class of nucleotide analogs
Author(s) -
Renpei Higashida,
Takaaki Kawanaka,
Natsuhisa Oka,
Takayuki Wada
Publication year - 2007
Publication title -
nucleic acids symposium series
Language(s) - English
Resource type - Journals
eISSN - 1746-8272
pISSN - 0261-3166
DOI - 10.1093/nass/nrm067
Subject(s) - nucleoside , nucleotide , condensation , chemistry , nucleic acid , combinatorial chemistry , organic chemistry , condensation reaction , stereochemistry , catalysis , biochemistry , physics , gene , thermodynamics
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.

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