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Synlett 1996; 1996(8): 769-771
DOI: 10.1055/s-1996-5511
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An Approach to the Solid Phase Synthesis of Oligonucleotides Containing N-Acylphosphoramidate Internucleosidic Linkages

Dmitri Filippov, Nico J. Meeuwenoord, Gijs A. van der Marel, Vladimir A. Efimov, Esther Kuyl-Yeheskiely, Jacques H. van Boom*
  • *Leiden Institute of Chemistry, Gorlaeus Laboratories, P.O. Box 9502, 2300 RA Leiden, The Netherlands
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Publication Date:
31 December 2000 (online)

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(2-Cyanoethoxy)(N,N-diisopropylamino)(1-(1-thyminyl)-1,2-dideoxy-3-O-(4,4’-dimethoxytrityl)-β-D-erythro-pentofuranuronamido)phosphine 7 was used as a building unit in a stepwise solid phase synthesis of an immobilized decamer employing 5-mercapto-1-methyltetrazole as activation reagent. Decyanoethylation and release of the immobilized decamer from the support with methanolic potassium carbonate furnished modified oligonucleotide 16.

N-acylphosphorodiamidite - oligonucleotide analogs - 5-mercapto-1-methyltetrazole - methanolic potassium carbonate

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