Use of 2-methylsulfonylethyl as a phosphorus protecting group in oligonucleotide synthesis via a phosphite triester approach |
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| Authors: | C. Claesen G.I. Tesser C.E. Dreef J.E. Marugg G.A. van der Marel J.H. van Boom |
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| Affiliation: | 1. Department of Chemistry, University of Nijmegen, 6525 ED Nijmegen U.K.;2. Gorlaeus Laboratories, State University of Leiden, P.O. Box 9502, 2300 RA Leiden, The Netherlands |
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| Abstract: | 2-Methylsulfonylethoxy dichlorophosphine has been converted into the mono-N-morpholino derivative and applied for the preparation of 5′-O,N-protected d-nucleoside-3phosphoramidites. The latter intermediates could be used in the presence of 1-hydroxybenzotriazole for the formation of 3′-5′-phosphotriester linkages. The MSE protecting group can be removed selectively and fast under mild basic conditions. |
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