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Volumn , Issue 5, 2005, Pages 824-828

Automated parallel synthesis of a protected oligosaccharride library based upon the structure of dimeric Lewis X by one-pot sequential glycosylation

Author keywords

Automated synthesis; Glycosyl fluoride; Lewis X; One pot glycosylation; Thioglycoside

Indexed keywords

DIMER; LEWIS X ANTIGEN; OLIGOSACCHARIDE; TUMOR ANTIGEN; UNCLASSIFIED DRUG;

EID: 15944390977     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-863751     Document Type: Article
Times cited : (41)

References (40)
  • 3
    • 0034409661 scopus 로고    scopus 로고
    • For recent reviews of chemical oligosaccharide synthesis, see: (a) Vankar, Y. D.; Schmidt, R. R. Chem. Soc. Rev. 2000, 29, 201.
    • (2000) Chem. Soc. Rev. , vol.29 , pp. 201
    • Vankar, Y.D.1    Schmidt, R.R.2
  • 7
    • 0034498920 scopus 로고    scopus 로고
    • For recent reviews of combinatorial synthesis of oligosaccharide synthesis, see: Seeberger, P. H.; Haase, W.-C. Chem. Rev. 2000, 100, 4349.
    • (2000) Chem. Rev. , vol.100 , pp. 4349
    • Seeberger, P.H.1    Haase, W.-C.2
  • 28
    • 0000026286 scopus 로고
    • For reports of the chemical synthesis of dimeric Lewis X, see: (a) Sato, S.; Ito, Y.; Ogawa, T. Tetrahedron Lett. 1988, 29, 5267.
    • (1988) Tetrahedron Lett. , vol.29 , pp. 5267
    • Sato, S.1    Ito, Y.2    Ogawa, T.3
  • 37
    • 15944426588 scopus 로고    scopus 로고
    • note
    • Activation of the glycosylated thioglycoside using NIS/ TfOH instead of DMTST resulted in decomposition of the resulting glycosyl fluoride 8.
  • 38
    • 15944366717 scopus 로고    scopus 로고
    • note
    • The trisaccharide 12 was prepared by a linear type one-pot glycosylation using 3, 6, and 7, followed by acetylation of the resulting hydroxyl group.
  • 39
    • 15944387577 scopus 로고    scopus 로고
    • note
    • L-COS® is purchased from Moritex Corporation, Japan.
  • 40
    • 15944421064 scopus 로고    scopus 로고
    • note
    • We have already reported the utility of the automated synthesizer for the parallel synthesis of oligosaccharides based on the structure of a phytoalexin elicitor in rice cells (ref. 7d).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.