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Investigation of a facile synthetic method for phosphorothioate dimer synthons in oligonucleotide phosphorothioates
T Miyashita1, K Yamada, K Kondo
1Chemistry Lab., Yamasa Corporation, Chiba, Japan. miyasita@yamasa.com
Nucleosides, Nucleotides & Nucleic Acids
|July 14, 2000
Abstract:
A facile synthetic method of a phosphorothioate dimer block was investigated. Dinucleoside phosphite triester intermediates were obtained in one-pot synthesis by the coupling of a protected nucleoside bearing free 5'-OH and a protected nucleoside bearing free 3'-OH in the presence of phosphorous trichloride (PCl3) and 1,2,4-triazole. The intermediates were easily sulfurized to afford the desired phosphorothioate dimer blocks in 33-64% overall yields.