Automated, solid-phase synthesis of C-neoglycopeptides: Coupling of glycosyl derivatives to resin-bound peptides

Journal of Combinatorial Chemistry

Volumn 1, Issue 1, 1999, Pages 28-31

  Kutterer, Kristina M K ^a   Barnes, Michael L ^a   Arya, Prabhat ^a  

^a NATIONAL RESEARCH COUNCIL CANADA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001907031     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc980001b     Document Type: Article

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49. For related work in this area, see: (a) Valentijin, A. R. P. M.; van der Marel, G. A.; Sliedregt, L. A. J. M.; van Berkel, T. J. C.; Biessen, E. A. L.; van Boom, J. H.; Tetrahedron 1997, 53, 759. (b) Sutherlin, D. P.; Stark, T. M.; Hughes, R. Armstrong, R. W. J. Org. Chem. 1996, 61, 8350. (c) Chan, T. Y.; Chen, A.; Allanson, N.; Chen, R.; Liu, D.; Sofia, M. J. Tetrahedron Lett. 1996, 37, 8097.
50. For related work in this area, see: (a) Valentijin, A. R. P. M.; van der Marel, G. A.; Sliedregt, L. A. J. M.; van Berkel, T. J. C.; Biessen, E. A. L.; van Boom, J. H.; Tetrahedron 1997, 53, 759. (b) Sutherlin, D. P.; Stark, T. M.; Hughes, R. Armstrong, R. W. J. Org. Chem. 1996, 61, 8350. (c) Chan, T. Y.; Chen, A.; Allanson, N.; Chen, R.; Liu, D.; Sofia, M. J. Tetrahedron Lett. 1996, 37, 8097.
51. For related work in this area, see: (a) Valentijin, A. R. P. M.; van der Marel, G. A.; Sliedregt, L. A. J. M.; van Berkel, T. J. C.; Biessen, E. A. L.; van Boom, J. H.; Tetrahedron 1997, 53, 759. (b) Sutherlin, D. P.; Stark, T. M.; Hughes, R. Armstrong, R. W. J. Org. Chem. 1996, 61, 8350. (c) Chan, T. Y.; Chen, A.; Allanson, N.; Chen, R.; Liu, D.; Sofia, M. J. Tetrahedron Lett. 1996, 37, 8097.
52. Abbreviations: Fmoc-PAL-PEG-PS, fluorenylmethoxycarbonyl-5-(4′-aminomethyl-3′,5′- dimethoxyphenoxyvaleric acid-poly(ethylene glycol) polystyrene; DMF, N,N-dimethylformamide; HATU, N-[(dimethylamino)-1H-1,2,3-traizolo[4,5-b]pyridin-1-ylmethylene]-N-methyl- methanaminium hexafluorophosphate N-oxide; DIEA, diisopropylethylamine; TFA, trifluoroacetic acid.
53. See reference 9a, for the solution-phase synthesis of C-linked glycoside based monomeric units 3 and 4.