Nucleoside 3′phosphotriesters as key intermediates for the oligoribonucleotide synthesis. III. An improved preparation of nucleoside 3′-phosphotriesters, their 1H NMR characterization and new conditions for removal of 2-cyanoethyl group

• Published in: Nucleic acids research Vol. 3; no. 12; pp. 3397 - 3408
• Main Authors: Adamiak, R.W., Barciszewska, M.Z., Biala, E., Grzéskowiak, K., Kierzek, R., Kraszewski, A., Markiewicz, W.T., Wiewiórowski, M.
• Format: Journal Article
• Language: English
• Published: England Oxford University Press 01.12.1976
• Subjects: Adenosine - analogs & derivatives; Inosine; Magnetic Resonance Spectroscopy; Methods; Nucleotides - chemical synthesis; Oligonucleotides - chemical synthesis; Oligoribonucleotides - chemical synthesis; Uridine
• ISSN: 0305-1048; 1362-4962
• DOI: 10.1093/nar/3.12.3397

An improved procedure for the transformation of 5′-0-monomethoxytrityl- 2′-0-acetyl-3′-phosphates of uridine la inosine lb and 6-N-benzoyladenosine lc into corresponding 3′/2,2,2-trichloroethyl, 2-cyanoethyl/-phosphates lla-c is reported. 1H NMR characterization of nucleoside 3′-phosphotriesters is presented. New conditions i. e. anhydrous triethylamine-pyridine treatment have been found for the selective removal of 2-cyanoethyl group from nucleoside 3′-phosphotriesters in the presence of neighbouring 2′-0-acetyl one.