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Nucleosides, Nucleotides & Nucleic Acids Volume 21, 2002 - Issue 8-9
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Original Articles

SYNTHESES OF NOVEL SUBSTITUTED-BORANOPHOSPHATE NUCLEOSIDES

Kamesh Vyakaranam Department of Chemistry and Biochemistry, Michael Faraday Laboratories, Northern Illinois University, DeKalb, IL, 60115, U.S.A.
,
Geeta Rana Department of Chemistry and Biochemistry, Michael Faraday Laboratories, Northern Illinois University, DeKalb, IL, 60115, U.S.A.
,
Bernard F. Spielvogel Metallo-Biotech International, Inc., DeKalb, IL, 60115, U.S.A.
,
John A. Maguire Department of Chemistry, Soutern Methodist University, Dallas, TX, 75275, U.S.A.
&
Narayan S. Hosmane Department of Chemistry and Biochemistry, Michael Faraday Laboratories, Northern Illinois University, DeKalb, IL, 60115, U.S.A.Correspondence[email protected]
Pages 581-598 | Received 10 May 2002, Accepted 24 Jun 2002, Published online: 07 Feb 2007
 
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ABSTRACT

A number of substituted (borano) nucleic acids, 3′-[diethylphosphite-(cyano, carboxy, or carbamoyl) borano] deoxynucleosides (3a–4c) and 5′-[diethylphosphite(cyano or carboxy) borano] deoxynucleosides (6a–7d) were prepared by a variety of synthetic procedures. The syntheses of the pyrophosphates (2a–2c), as precursors for 3a–4c, are also described.

ACKNOWLEDGMENTS

This work was supported by grants from the National Science Foundation (CHE-9988045), the Robert A. Welch Foundation (N-1322 to JAM), the donors of the Petroleum Research Fund, administered by the American Chemical Society, and Northern Illinois University through Presidential Research Professorship. Professor Hosmane also gratefully acknowledges the Forschungspreis der Alexander von Humboldt-Stiftung.

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