Process for the preparation of phosphorothioate triesters

Details Process for the preparation of phosphorothioate triesters Process for the preparation of phosphorothioate triesters

2006-04-04

2006-04-04

Wilson, James O. (Department: 1623)

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbohydrates or derivatives

C536S025330, C536S025340, C536S022100, C536S023100

Reexamination Certificate

active

07022833

ABSTRACT:
A process for the synthesis of a phosphorothioate triester is provided. The process comprises the coupling of an H-phosphonate with an alcohol in the presence of a solution comprising both a coupling agent and a sulfur transfer agent. Preferably, the H-phosphonate and alcohol are protected nucleosides or oligonucleotides.

REFERENCES:
patent: 6506894 (2003-01-01), Reese et al.
patent: 0 723 973 (1996-07-01), None
patent: WO 98/54198 (1998-12-01), None
patent: WO 99/09041 (1999-02-01), None
patent: WO 01/27126 (2001-04-01), None
C. Reese et al., “Preparation of an Octadeoxyribonucleoside Heptaphosphorothioate by the Phosphotrieseter Approach in Solution”. Nucleosides & Nucleotides, vol. 17(1-3), 1998, pp. 451-470.
P. J. Garegg et al., “Nucleoside Phosphonates: Part 7, Studies on the Oxidation of Nucleoside Phosphonate Esters”. J. Chem. Soc. Perkin Trans. I, 1987, pp. 1269-1273, abstract.

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