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Original Articles

Evaluation of Lactam Protection for Synthesis of 2′-O-Alkylated Uridines

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Pages 1491-1493 | Published online: 05 Dec 2007

REFERENCES

  • Freier , S. M. and Altmann , K. H. 1997 . The ups and downs of nucleic acid duplex stability: structure-stability studies on chemically-modified DNA:RNA duplexes . Nucleic Acids Res. , 25 : 4429 – 4443 .
  • Wagner , D. and Moffatt , J. G. 1974 . Preparation and synthetic utility of some organotin derivatives of nucleosides . J.Org.Chem. , 39 ( 1 ) : 24 – 30 .
  • Legorburu , U. , Song , Q. and Reese , C. B. 1999 . Conversion of uridine into 2′-O-(2-methoxyethyl)uridine and 2′-O-(2-methoxyethyl)cytidine . Tetrahedron , 55 : 5635 – 5640 .
  • Cramer , H. and Pfleiderer , W. 1996 . Nucleosides. Part LXI. A Simple Procedure for the Monomethylation of Protected and Unprotected Ribonucleosides in the 2′-O- and 3′-O-Position Using Diazomethane and the Catalyst Stannous Chloride . Helvetica Chimica Acta , 79 : 2114 – 2136 .
  • Kruse , C. G. , Broekhof , N. L.J.M. and van der Gen , A. 1976 . Protection of hydroxyl and thiol groups as 2′-0-tetrahydrofuranyl(THF-)-ethers . Tetrahedron Letters , : 1725 – 1728 .
  • Pitsch , S. , Weiss , P. A. , Jenny , L. , Stutz , A. and Wu , X. 2001 . Reliable Chemical Synthesis of Oligoribonucleotides (RNA) with 2′-O-[(Triisopropylsilyl)oxy]methyl(2 ′-O-tom)-Protected Phosphoramidites . Helvetica Chimica acta , 84 : 3773 – 3795 .
  • NMR-data for 1h: 1H-NMR (CDCl3): 1.1 (d, 18H), 1.19 (m, 3H), 3.46 (dd, 1H), 3.50 (dd, 1H), 3.82 (s, 3H), 4.25 (m, 1H), 4.32 (m, 1H), 4.41 (dd, 1H), 4.70 (d, 1H), 5.47 (d, 1H), 5.61 (s, 2H), 5.84 (d, 1H), 6.84 (d, 2H), 7.26-7.41 (m, 12H), 7.88 (d, 1H); 13C-NMR (CDCl3): 12.1, 17.8, 55.2, 62.3, 64.9, 70.3, 75.9, 84.0, 87.3, 91.1, 101.9, 113.3, 127.3, 128.1, 128.4, 130.5, 134.6, 138.5, 143.7, 143.9, 151.5, 158.8, 162.1

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