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Volumn 49, Issue 34, 2008, Pages 5111-5114

Thioester-assisted α-sialylation reaction

Author keywords

Auxiliary; Galactal; Glycosylation; Sialic acid; Thioester

Indexed keywords

GALACTOSE; GLUCOSE; HYDROXYL GROUP; PHOSPHITE; SIALIC ACID; THIOESTER;

EID: 46749140182     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.05.154     Document Type: Article
Times cited : (22)

References (45)
  • 8
    • 0034511734 scopus 로고    scopus 로고
    • Recent reviews for chemical sialylation reactions:
    • Recent reviews for chemical sialylation reactions:. Boons G.-J., and Demchenko A.V. Chem. Rev. 100 (2000) 4539-4566
    • (2000) Chem. Rev. , vol.100 , pp. 4539-4566
    • Boons, G.-J.1    Demchenko, A.V.2
  • 33
    • 46749123951 scopus 로고    scopus 로고
    • note
    • Ethylthio ester was also synthesized, but the production yields through the preparation steps were low because of the labile ethylthio moiety.
  • 39
    • 46749156357 scopus 로고    scopus 로고
    • note
    • For the synthesis of 5b carrying benzylthioester, partial decomposition was confirmed in this conditions.
  • 40
    • 46749130545 scopus 로고    scopus 로고
    • note
    • 13 carrying methyl ester was also prepared to compare the effect of ester moiety.
  • 41
    • 46749108513 scopus 로고    scopus 로고
    • note
    • 2, but undesirable β-anomer was dominantly provided (α/β ratio = 0.5-0.8/1; data were not shown).
  • 42
    • 46749137556 scopus 로고    scopus 로고
    • note
    • Produced inseparable mixture of 18α/18β was capable for separation after acetylation.
  • 43
    • 46749128196 scopus 로고    scopus 로고
    • note
    • The resulting mixture of this reaction was accompanied by several side products. MALDI-TOF mass spectra suggested that intralactonized byproducts between C1-carboxylic acid of sialic acid residue and C4-OH of galactose residue were observed.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.