Process for the chemical synthesis of oligonucleotides

Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives

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536 2531, 536 2532, 536 254, 536 267, 536 2671, 536 2672, 536 2674, 536 278, C07H 100, C07H 1900, C07H 2100

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060489758

ABSTRACT:
A process for the chemical synthesis of oligonucleotides
Use of a dansylethoxycarbonyl group as base-labile 5'-hydroxyl protective group in the chemical synthesis of DNA and RNA and suitable synthetic processes.
The ease of detection of the dansyl protective group and the ease of elimination from the sugar residue of the nucleotide without side reactions make oligonucleotide synthesis possible with high yields in very small quantities.

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patent: 5631362 (1997-05-01), Pfleiderer et al.
E. Winnacker, "From Genes to Clones," 1987, Chapter 2.3.
S.L. Beaucage et al., "Advances in the synthesis of oligonucleotides by Phosphoramidite Approach," Tetrahedron, 48 (12) (1992) pp. 2223-2311.
R. Charubala et al., Tetrahedron Letters, vol. 21, pp. 1933-1936 (1980).
Hawley's Condensed Chemical Dictionary, 11th Edition, 1987, p. 839.
E. Sonveaux, "The Organic Chemistry Underlying DNA Synthesis," Bioorganic Chemistry, 14, pp. 247-325, 1986.
C. Lehmann et al., "Solid-phase synthesis of oligoribonucleotides using 9-fluorenylmethoxycarbonyl (Fmoc) for 5'-hydroxyl protection," Nucleic Acid Acid Research, vol. 17, No. 7, 2379-2390, Apr. 1989.

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