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Nucleic Acids Research, 1977, Vol. 4, No. 7 2321-2330
© 1977


Articles

Nucleoside 3'-phosphotriesters as key intermediates for the oligoribonucleotide synthesis. IV. New method for removal of 2,2,2-trichioroethyl group and 31 NMR as a new tool for analysis of deblocking of intemucleotide phosphate protecting groups

R. W. Adamiak, E. Biala, K. Grzéskowiak, R. Kierzek, A. Kraszewski, W.T. Markiewicz, J. Stawínski and M. Wiewiórowski*;

Department of Stereochemistry of Natural Products, Institute of Organic Chemistry. Polish Academy of Sciences, Noskowskiego 12/14, 61-704 poznán, Poland

*To whom all correspondence should be addressed

Received May 2, 1977. Zinc/acetylacetone/pyridine treatment has been designed as a very efficient method for removal of 2,2,2-trichloroethyl group from phosphoesters. Internucleotide and terminal 2,2,2-trichloroethyl phosphotriesters were transformed to corresponding diesters quantitatively. Much less reactive 2,2,2-trichloroethyl phosphodiesters produced monoesters with Ca. 90% yield.

31P NMR spectroscopy has been proposed as a new tool for analysis of removal of internucleotide phosphate protecting groups - a crucial step in oligonucleotides synthesis via phosphotriester approach.


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