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Volumn 54, Issue 24, 1998, Pages 6605-6626

Syntheses of novel hydroxylamine carbanucleosides

Author keywords

[No Author keywords available]

Indexed keywords

ANTIVIRUS AGENT; ARISTEROMYCIN; CARBONUCLEOSIDE; CARBOVIR; NUCLEOSIDE ANALOG; UNCLASSIFIED DRUG;

EID: 0032507908     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)00359-7     Document Type: Article
Times cited : (27)

References (54)
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    • De Clercq, E. Ed.; JAI Press Inc.: Conneticut
    • 2. Marquez, V. E. In Advances in Antiviral Drug Design; De Clercq, E. Ed.; JAI Press Inc.: Conneticut, vol. 2, 1996; pp. 89-146.
    • (1996) Advances in Antiviral Drug Design , vol.2 , pp. 89-146
    • Marquez, V.E.1
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    • Balado, D. Ed.; Williams and Wilkins: Pennsylvania, 4th ed.
    • 13. Mohan, P. In Principles of Medicinal Chemistry; Balado, D. Ed.; Williams and Wilkins: Pennsylvania, 4th ed.; 1995; pp. 862-868.
    • (1995) Principles of Medicinal Chemistry , pp. 862-868
    • Mohan, P.1
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    • 15. For an early review of siderophores and Fe(III) chelators see: Miller, M. J. Chem. Rev. 1989, 89, 1563-1579.
    • (1989) J. Chem. Rev. , vol.89 , pp. 1563-1579
    • Miller, M.1
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    • 16. For an extension on the chemistry of siderophores and Fe(III) chelators see: Miller, M. J.; Malouin, F. Acc. Chem. Res. 1993, 26, 241-249.
    • (1993) Acc. Chem. Res. , vol.26 , pp. 241-249
    • Miller, M.J.1    Malouin, F.2
  • 28
    • 18844404172 scopus 로고    scopus 로고
    • 25. For a review on protected hydroxylamines see: Romine, J. L. Org. Prep. Proced. Int. 1996, 28, 251-288.
    • (1996) Org. Prep. Proced. Int. , vol.28 , pp. 251-288
    • Romine, J.L.1
  • 29
    • 0010470632 scopus 로고    scopus 로고
    • note
    • 26. The Pd(0)-catalyzed animations with O-benzyl-hydroxylamine proved to be quite inefficient. The reaction produced a complex mixture of products which were not identified.
  • 34
    • 0001164165 scopus 로고    scopus 로고
    • and references therein
    • 31. Trost, B. M.; Shi, Z. J. Am. Chem. Soc. 1996, 118, 3037-3038 and references therein.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 3037-3038
    • Trost, B.M.1    Shi, Z.2
  • 39
    • 0010511875 scopus 로고    scopus 로고
    • note
    • 36. Personal communication from Professor Richard Taylor, University of Notre Dame.
  • 43
  • 46
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    • and references therein
    • 43. Peterson, A. C.; Cook, J. M. J. Org. Chem. 1995, 60, 120-129 and references therein.
    • (1995) J. Org. Chem. , vol.60 , pp. 120-129
    • Peterson, A.C.1    Cook, J.M.2
  • 50
    • 0010432486 scopus 로고    scopus 로고
    • note
    • 47. We thank Dr. M. Shang for the X-ray structure determination of compound 26.
  • 51
    • 0010471498 scopus 로고    scopus 로고
    • note
    • 48. We assumed that the Cbz group would provide the same, if not more steric interference as the benzyl group initially used in intermediate 18.


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