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Original Articles

Synthesis of 2′-Deoxyuridine Nucleosides with Appended 5-Position Carbonyl Cross-Linking Groups

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Pages 939-944 | Received 31 Aug 1993, Accepted 26 Oct 1993, Published online: 24 Sep 2006

References

  • Gold , L. , Tuerk , C. , Allen , P. , Binkley , J. , Brown , D. , Green , L. , MacDougal , S. , Schneider , D. , Tasset , D. and Eddy , S. 1993 . The RNA World , Edited by: Gespeland , A. and Atkins , J. Plainview, NY : Cold Springs Harbor Laboratory Press . Ch. 19
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  • Tuerk , C. , MacDougal , S. and Gold , L. 1992 . Proc. Natl. Acad. Sci. USA , 89 : 6988
  • Tuerk , C. and MacDougal-Waugh , S. Gene , in press
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  • Crouch , G. J. and Eaton , B. E. unpublished results
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  • Sinha , N. D. , Biernat , J. and Köster , H. 1983 . Tetrahedron Lett. , 24 : 5843
  • A solution of 5-iodo-2′-deoxyuridine (2.0 g, 5.7 mmol) and 4, 4′-dimethoxytrityl chloride (2.1 g, 6.2 mmol) in dry pyridine (2 mL) was stirred for 12 h under Ar. The reaction mixture was concentrated on a rotory evaporator (0.2 mm Hg) to a gum. Flash chromatography (MeOH/CH2Cl2, 5:95) provided nucleoside 4 (3.1 g, 4.7 mmol; 83 % yield)
  • Stille , J. K. and Wong , P. K. 1975 . J. Org. Chem. , 40 : 532

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