Investigation of a facile synthetic method for phosphorothioate dimer synthons in oligonucleotide phosphorothioates synthesis

Article abstract of DOI:10.1080/15257770008033035

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.

Full text of DOI:10.1080/15257770008033035

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Investigation of a Facile Synthetic
Method for Phosphorothioate
Dimer Synthons In Oligonucleotide
Phosphorothioates Synthesis
Takanori Miyashita a , Kohei Yamada b , Kazuhiko Kondo b , Kenya
Mori b & Kazuo Shinozuka a
a Department of Chemistry, Faculty of Engineering , Gunma
University , Kiryu, 376-8515, Japan
b Chemistry Lab., Yamasa Corporation , 2-10-1 Araoicho, Choshi,
Chiba, 288-0056, Japan
Published online: 24 Sep 2006.
To cite this article: Takanori Miyashita , Kohei Yamada , Kazuhiko Kondo , Kenya Mori & Kazuo
Shinozuka (2000) Investigation of a Facile Synthetic Method for Phosphorothioate Dimer Synthons
In Oligonucleotide Phosphorothioates Synthesis, Nucleosides, Nucleotides and Nucleic Acids,
19:5-6, 955-962, DOI: 10.1080/15257770008033035
To link to this article: http://dx.doi.org/10.1080/15257770008033035
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