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Volumn 3, Issue 20, 2005, Pages 3720-3726

Aziridine carboxylate from D-glucose: Synthesis of polyhydroxylated piperidine, pyrrolidine alkaloids and study of their glycosidase inhibition

Author keywords

[No Author keywords available]

Indexed keywords

BIOSYNTHESIS; ENZYME INHIBITION; MOLECULAR STRUCTURE;

EID: 27744479603     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b509216g     Document Type: Article
Times cited : (35)

References (81)
  • 14
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    • and references therein
    • B. Zwanenburg, Pure Appl. Chem., 1999, 71, 423 and references therein.
    • (1999) Pure Appl. Chem. , vol.71 , pp. 423
    • Zwanenburg, B.1
  • 68
  • 70
    • 27744498235 scopus 로고    scopus 로고
    • note
    • (b) Due to the presence of a sugar moiety in place of an electron withdrawing aromatic ring the vinylic proton in sugar-derived bromo alkene 4 appeared at comparatively low down field shift δ 7.50.
  • 71
    • 0003909854 scopus 로고
    • John Wiley & Sons, New York
    • (a) H. Gunther, NMR Spectroscopy, John Wiley & Sons, New York, 1987, p. 70;
    • (1987) NMR Spectroscopy , pp. 70
    • Gunther, H.1
  • 72
    • 0004198697 scopus 로고
    • Macmillan Press Ltd., London
    • (b) W. Kemp, Organic Spectroscopy, Macmillan Press Ltd., London, 1991, p. 122.
    • (1991) Organic Spectroscopy , pp. 122
    • Kemp, W.1
  • 73
    • 27744607803 scopus 로고    scopus 로고
    • note
    • 3· etherate that led to mixture of products.
  • 77
    • 0037070079 scopus 로고    scopus 로고
    • The D-glucose derived α,β-unsaturated ester namely (E + Z)-ethyl-1,2-O-isopropylidene-3-O-benzyl 5,6-dideoxy-α-D-xylo-5-eno- heptofuranuronoate is known to undergo conjugate addition of amine derivatives at C5 preferentially from the Si face to give L-ido configurated C5 amino ester. For reference see: G. V. M. Sharma, V. G. Reddy, A. S. Chander and K. R. Reddy, Tetrahedron: Asymmetry, 2002, 13, 21.
    • (2002) Tetrahedron: Asymmetry , vol.13 , pp. 21
    • Sharma, G.V.M.1    Reddy, V.G.2    Chander, A.S.3    Reddy, K.R.4
  • 78
    • 27744606698 scopus 로고    scopus 로고
    • note
    • The effect of -OBn substituent at C3 was also noticed with substrate I which under similar reaction conditions resulted into the regio-selective ring opening at C6 carbon leading to the formation of product II. equation presented
  • 79
    • 27744602247 scopus 로고    scopus 로고
    • note
    • 17.
  • 80
    • 27744532857 scopus 로고    scopus 로고
    • note
    • 1H NMR spectrum of compounds.
  • 81
    • 0001560175 scopus 로고
    • ed. V. Ginsberg, Academic Press, New York
    • L. Yu-The, and L. Suc-Chen, in Methods in Enzymology, ed. V. Ginsberg, Academic Press, New York, 1972, vol. 28, part B, p. 702.
    • (1972) Methods in Enzymology , vol.28 , Issue.PART B , pp. 702
    • Yu-The, L.1    Suc-Chen, L.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.