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Durham University

Department of Chemistry

Publication details for Dr David R.W. Hodgson

Eguaogie, Olga, Cooke, Leonie A., Martin, Patricia M. L., Ravalico, Francesco, Conway, Louis P., Hodgson, David R. W., Law, Christopher J. & Vyle, Joseph S. (2016). Synthesis of novel pyrophosphorothiolate-linked dinucleoside cap analogues in a ball mill. Organic and Biomolecular Chemistry 14(4): 1201-1205.

Author(s) from Durham

Abstract

Michaelis–Arbuzov reactions of S-aryl disulfide derivatives of 3′-thiothymidine or 5′-thioadenosine with tris(trimethylsilyl) phosphite proceeded in high yields to the corresponding phosphorothiolate monoesters. Subsequent hydrolytic desilylation and phosphate coupling were effected in one-pot using liquid-assisted grinding in a vibration ball mill. Novel 3′,5′- and 5′,5′-pyrophosphorothiolate-linked dinucleoside cap analogues were thereby prepared.