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Volumn , Issue 7, 2008, Pages 1027-1030

Ferrier glycosylation reaction catalyzed by Bi(OTf)3- montmorillonite K-10: Efficient synthesis of 3,4-unsaturated sialic acid derivatives

Author keywords

3,4 unsaturated sialic acid; 4,5 oxazoline derivative of sialic acid; Bi(OTf) 3 montmorillonite K 10; Ferrier glycosylation reaction; Sialidase inhibitor

Indexed keywords

4,5 OXAZOLINE DERIVATIVE; BISMUTH DERIVATIVE; BISMUTH TRIFLATE; MONTMORILLONITE; OXAZOLINE DERIVATIVE; SIALIC ACID DERIVATIVE;

EID: 42949154859     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2008-1072649     Document Type: Article
Times cited : (20)

References (32)
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    • Parainfluenza viruses
    • Gorbach, S. L, Bartlett, J. G, Blacklow, N. R, Eds, W. B. Saunders Company: Philadelphia
    • Murphy, B. R. Parainfluenza viruses, In Infectious Diseases; Gorbach, S. L.; Bartlett, J. G.; Blacklow, N. R., Eds.; W. B. Saunders Company: Philadelphia, 1998, 2125.
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    • Murphy, B.R.1
  • 30
    • 42949142224 scopus 로고    scopus 로고
    • 18
    • 18
  • 32
    • 42949149818 scopus 로고    scopus 로고
    • Typical Procedure To a stirred mixture of 5 (50 mg, 0.12 mmol) and MeOH (0.1 mL) in MeCN (1.0 mL) was added 40% w/w Bi(OTf) 3-montmorillonite K-10 loading of 20% w/w of Bi(OTf)3 (15 mg) at ambient temperature. The mixture was stirred for 20 h at r.t. The reaction suspension was filtered and the filtrate was evaporated under vacuum. The residue was purified by column chromatography on silica gel with CH 2Cl2-MeOH (10:1) to give 4a (51 mg, 95, Compound 4a-α: 1H NMR (500 MHz, CDCl3, δ, 1.99 (s, 3 H, CH3CONH, 2.05, 2.12, 2.14 (s, each 3 H, CH3CO, 3.34 (s, 3 H, CH3O, 3.78 (s, 3 H, CH3COO, 4.24 (dd, 1 H, J9a,9b, 12.4 Hz, J8,9a, 5.9 Hz, H-9a, 4.26 (dd, 1 H, J5,6, 9.8 Hz, J6,7, 2.1 Hz, H-6, 4.48 (dd, 1 H, J8,9b, 2.4 Hz, H-9b, 4.52 dddd, J
    • 3CONH), 5.91 (s, 2 H, H-3 and H-4).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.