An approach to the stereoselective synthesis of Sp-dinucleoside phosphorothioates using phosphotriester chemistry
Open Access
- 1 January 1987
- journal article
- Published by Oxford University Press (OUP) in Nucleic Acids Research
- Vol. 15 (23) , 9921-9932
- https://doi.org/10.1093/nar/15.23.9921
Abstract
An approach to the stereoselective synthesis of Sp- dinucleoside phosphorothioates has been investigated which utilizes phosphotriester chemistry. The stereoselectivity of internucleotide bond formation between N -benzoyl-5′-0-(4,4′-dimethoxytrityl)-2′-deoxycytidine-3′-0-(S2-cyanoethyl) phosphorothioate (3) and 3′-O-acetylthymidine has been studied using either mesitylenesulphonyl-5-(pyridin-2-yl)tetrazole (MSPy) or 1-mesitylenesulphonyl- 3-nitro-l,2,4-triazole (MSNT) as the activating agent.Keywords
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