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Volumn 73, Issue 8, 2008, Pages 3284-3287

Synthesis of γ-hydroxyalkyl substituted piperidine iminosugars from D-glucose

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDES; ENANTIOMERS; GLUCOSE; HYDROLYSIS;

EID: 42149148809     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo800044r     Document Type: Article
Times cited : (20)

References (53)
  • 35
    • 34548445746 scopus 로고    scopus 로고
    • See the recent book on iminosugars: Compain, P, Martin, O. R, Eds, Wiley: New York
    • (r) See the recent book on iminosugars: Compain, P., Martin, O. R., Eds. Imunosugars: From synthesis to therapeutic applications; Wiley: New York, 2007.
    • (2007) Imunosugars: From synthesis to therapeutic applications
  • 48
    • 0034698780 scopus 로고    scopus 로고
    • Berge, J. M.; Copley, R. C. B.; Eggleston, D. S.; Hamprecht, D. W.; Jarvest, R. L.; Mensah, L. M.; O', Hanlon, P. J.; Pope, A. J. Bioorg. Med. Chem. Lett. 2000, 10, 1811-1814.
    • (e) Berge, J. M.; Copley, R. C. B.; Eggleston, D. S.; Hamprecht, D. W.; Jarvest, R. L.; Mensah, L. M.; O', Hanlon, P. J.; Pope, A. J. Bioorg. Med. Chem. Lett. 2000, 10, 1811-1814.
  • 51
    • 12144273242 scopus 로고    scopus 로고
    • Compound 7 is reported using different methodology, see: Pinheiro, J. M.; Ismael, M. I.; Figueiredo, J. A.; Silva, A. M. S. J. Heterocycl. Chem. 2004, 41, 877-882.
    • Compound 7 is reported using different methodology, see: Pinheiro, J. M.; Ismael, M. I.; Figueiredo, J. A.; Silva, A. M. S. J. Heterocycl. Chem. 2004, 41, 877-882.
  • 52
    • 42149109556 scopus 로고    scopus 로고
    • 13C NMR spectra of compounds 8, 9, 10, 11, 12, 13, 14, and 15 in which a N-Cbz group is present, showed doubling of signals. This was due to restricted rotation around the N-C=O bond, see: (a) Applications of NMR Spectroscopy in Organic Chemistry; Jackman, L. M., Sternhell, S., Eds.; Pergamon Press: Elmsford, NY, 1978; p 361.
    • 13C NMR spectra of compounds 8, 9, 10, 11, 12, 13, 14, and 15 in which a N-Cbz group is present, showed doubling of signals. This was due to restricted rotation around the N-C=O bond, see: (a) Applications of NMR Spectroscopy in Organic Chemistry; Jackman, L. M., Sternhell, S., Eds.; Pergamon Press: Elmsford, NY, 1978; p 361.
  • 53
    • 34547948213 scopus 로고    scopus 로고
    • While our work was in progress, Hanessian et al. have reported the synthesis of 3a-methoxy-N-Bus bicyclic oxapiperidine, analogous to compound 12, using different methodology, see: Loiseleur, O, Ritson, D, Nina, M, Crowley, P, Wagner, T, Hanessian, S. J. Org. Chem. 2007, 72, 6353-6363
    • While our work was in progress, Hanessian et al. have reported the synthesis of 3a-methoxy-N-Bus bicyclic oxapiperidine, analogous to compound 12, using different methodology, see: Loiseleur, O.; Ritson, D.; Nina, M.; Crowley, P.; Wagner, T.; Hanessian, S. J. Org. Chem. 2007, 72, 6353-6363.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.