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Volumn 11, Issue 11, 2009, Pages 2409-2412

Synthesis of fish antifreeze neoglycopeptides using microwave-assisted 'click chemistry'

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID; ANTIFREEZE PROTEIN; GLYCOPEPTIDE; PEPTIDE;

EID: 66149184300     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol9005536     Document Type: Article
Times cited : (79)

References (28)
  • 17
    • 0035935159 scopus 로고    scopus 로고
    • Ratio of R:--1 was determined from the 1H NMR spectra of the crude reaction mixture. The same conditions were applied by Beau et al. to the propargylation of GluNAc(OH)4, yielding 65% -- and 9% R-Opropargyl- GluNAc(OAc)3: Vauzeilles, B.; Dausse, B.; Palmier, S.; Beau, J. M. Tetrahedon Lett. 2001, 42, 7567-7570.
    • Ratio of R:--1 was determined from the 1H NMR spectra of the crude reaction mixture. The same conditions were applied by Beau et al. to the propargylation of GluNAc(OH)4, yielding 65% -- and 9% R-Opropargyl- GluNAc(OAc)3: Vauzeilles, B.; Dausse, B.; Palmier, S.; Beau, J. M. Tetrahedon Lett. 2001, 42, 7567-7570.
  • 18
    • 62549136120 scopus 로고    scopus 로고
    • Fairbanks et al. reported a yield of 54% with an R:- ratio of 3:2 for Fischer-type propargylation of GalNAc(OH)4: Yeoh, K. K.; Butters, T. D.; Wilkinson, B. L.; Fairbanks, A. J. Carbohydr. Res. 2009, 344, 586- 591.
    • Fairbanks et al. reported a yield of 54% with an R:- ratio of 3:2 for Fischer-type propargylation of GalNAc(OH)4: Yeoh, K. K.; Butters, T. D.; Wilkinson, B. L.; Fairbanks, A. J. Carbohydr. Res. 2009, 344, 586- 591.
  • 21
    • 51049094425 scopus 로고    scopus 로고
    • Cho et al. reported 72% yield for the synthesis of 2: Oh, K. I.; Lee, J. H.; Joo, C.; Han, H.; Cho, M. J. Phys. Chem. B 2008, 112, 10352- 10357.
    • Cho et al. reported 72% yield for the synthesis of 2: Oh, K. I.; Lee, J. H.; Joo, C.; Han, H.; Cho, M. J. Phys. Chem. B 2008, 112, 10352- 10357.
  • 24
    • 66149170000 scopus 로고    scopus 로고
    • Catalyst loadings of 1-5 mol % in presence of sodium ascorbate in H2O/tBuOH are standard conditions for click reactions at room temperature.14,21 However, higher catalyst loadings of 10 mol % are used for microwave reactions.18,19
    • Catalyst loadings of 1-5 mol % in presence of sodium ascorbate in H2O/tBuOH are standard conditions for click reactions at room temperature.14,21 However, higher catalyst loadings of 10 mol % are used for microwave reactions.18,19


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.