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Volumn 6, Issue 23, 1996, Pages 2841-2846

Solid phase synthesis of polylactosamine oligosaccharide

Author keywords

[No Author keywords available]

Indexed keywords

OLIGOSACCHARIDE;

EID: 0030568126     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(96)00535-5     Document Type: Article
Times cited : (59)

References (26)
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    • 6. For recent examples, see; M. Adinolfi, G. Barone, L. De Napoli, A. Iadonisi and G. Piccialli, Tetrahedron Lett. 1996, 37, 5007; J. Rademann and R. R. Schmidt, Tetrahedron Lett. 1996, 37, 3989; J. T. Randolph, K. F. McClure, S. J. Danishefsky, J. Am. Chem. Soc. 1995, 117, 5712; S. P. Douglas, D. Whitfield, J. J. Krepinsky, J. Am. Chem. Soc. 1995, 117, 2116; L. Yan, C. M. Taylor, R. Goodnow, Jr., D. Kahne, J. Am. Chem. Soc. 1994, 116, 6953; M. Schuster, P. Wang, J. C. Paulson, C.-H. Wong, J. Am. Chem. Soc. 1994, 116, 1135.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 5007
    • Adinolfi, M.1    Barone, G.2    De Napoli, L.3    Iadonisi, A.4    Piccialli, G.5
  • 8
    • 0029996782 scopus 로고    scopus 로고
    • 6. For recent examples, see; M. Adinolfi, G. Barone, L. De Napoli, A. Iadonisi and G. Piccialli, Tetrahedron Lett. 1996, 37, 5007; J. Rademann and R. R. Schmidt, Tetrahedron Lett. 1996, 37, 3989; J. T. Randolph, K. F. McClure, S. J. Danishefsky, J. Am. Chem. Soc. 1995, 117, 5712; S. P. Douglas, D. Whitfield, J. J. Krepinsky, J. Am. Chem. Soc. 1995, 117, 2116; L. Yan, C. M. Taylor, R. Goodnow, Jr., D. Kahne, J. Am. Chem. Soc. 1994, 116, 6953; M. Schuster, P. Wang, J. C. Paulson, C.-H. Wong, J. Am. Chem. Soc. 1994, 116, 1135.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 3989
    • Rademann, J.1    Schmidt, R.R.2
  • 9
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    • 6. For recent examples, see; M. Adinolfi, G. Barone, L. De Napoli, A. Iadonisi and G. Piccialli, Tetrahedron Lett. 1996, 37, 5007; J. Rademann and R. R. Schmidt, Tetrahedron Lett. 1996, 37, 3989; J. T. Randolph, K. F. McClure, S. J. Danishefsky, J. Am. Chem. Soc. 1995, 117, 5712; S. P. Douglas, D. Whitfield, J. J. Krepinsky, J. Am. Chem. Soc. 1995, 117, 2116; L. Yan, C. M. Taylor, R. Goodnow, Jr., D. Kahne, J. Am. Chem. Soc. 1994, 116, 6953; M. Schuster, P. Wang, J. C. Paulson, C.-H. Wong, J. Am. Chem. Soc. 1994, 116, 1135.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 5712
    • Randolph, J.T.1    McClure, K.F.2    Danishefsky, S.J.3
  • 10
    • 0028886622 scopus 로고
    • 6. For recent examples, see; M. Adinolfi, G. Barone, L. De Napoli, A. Iadonisi and G. Piccialli, Tetrahedron Lett. 1996, 37, 5007; J. Rademann and R. R. Schmidt, Tetrahedron Lett. 1996, 37, 3989; J. T. Randolph, K. F. McClure, S. J. Danishefsky, J. Am. Chem. Soc. 1995, 117, 5712; S. P. Douglas, D. Whitfield, J. J. Krepinsky, J. Am. Chem. Soc. 1995, 117, 2116; L. Yan, C. M. Taylor, R. Goodnow, Jr., D. Kahne, J. Am. Chem. Soc. 1994, 116, 6953; M. Schuster, P. Wang, J. C. Paulson, C.-H. Wong, J. Am. Chem. Soc. 1994, 116, 1135.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 2116
    • Douglas, S.P.1    Whitfield, D.2    Krepinsky, J.J.3
  • 11
    • 0000508254 scopus 로고
    • 6. For recent examples, see; M. Adinolfi, G. Barone, L. De Napoli, A. Iadonisi and G. Piccialli, Tetrahedron Lett. 1996, 37, 5007; J. Rademann and R. R. Schmidt, Tetrahedron Lett. 1996, 37, 3989; J. T. Randolph, K. F. McClure, S. J. Danishefsky, J. Am. Chem. Soc. 1995, 117, 5712; S. P. Douglas, D. Whitfield, J. J. Krepinsky, J. Am. Chem. Soc. 1995, 117, 2116; L. Yan, C. M. Taylor, R. Goodnow, Jr., D. Kahne, J. Am. Chem. Soc. 1994, 116, 6953; M. Schuster, P. Wang, J. C. Paulson, C.-H. Wong, J. Am. Chem. Soc. 1994, 116, 1135.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 6953
    • Yan, L.1    Taylor, C.M.2    Goodnow R., Jr.3    Kahne, D.4
  • 12
    • 0027951227 scopus 로고
    • 6. For recent examples, see; M. Adinolfi, G. Barone, L. De Napoli, A. Iadonisi and G. Piccialli, Tetrahedron Lett. 1996, 37, 5007; J. Rademann and R. R. Schmidt, Tetrahedron Lett. 1996, 37, 3989; J. T. Randolph, K. F. McClure, S. J. Danishefsky, J. Am. Chem. Soc. 1995, 117, 5712; S. P. Douglas, D. Whitfield, J. J. Krepinsky, J. Am. Chem. Soc. 1995, 117, 2116; L. Yan, C. M. Taylor, R. Goodnow, Jr., D. Kahne, J. Am. Chem. Soc. 1994, 116, 6953; M. Schuster, P. Wang, J. C. Paulson, C.-H. Wong, J. Am. Chem. Soc. 1994, 116, 1135.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 1135
    • Schuster, M.1    Wang, P.2    Paulson, J.C.3    Wong, C.-H.4
  • 17
    • 0011832164 scopus 로고    scopus 로고
    • note
    • -.
  • 19
    • 0011902437 scopus 로고    scopus 로고
    • note
    • 2 successively, and dried under vacuum to afford to 1a (1.098 g, 96%, 0.132 mmol/g). Loading of 5b on resin was performed in a nearly identical manner after converted into corresponding acid to afford 1b (99% yield, 0.094 mmol/g). In this instance, the degree of substitution was confirmed to be >90% of the theoretical value based on the mass recovery of the cleavage experiment (NaOMe / MeOH, 45°C).
  • 23
    • 0011880505 scopus 로고    scopus 로고
    • Corresponding hexasaccharide was also isolated in 15% yield
    • 17. Corresponding hexasaccharide was also isolated in 15% yield.
  • 24
    • 0011901674 scopus 로고    scopus 로고
    • 2O/pyridine, r.t. overnight) of unreacted acceptor
    • 2O/pyridine, r.t. overnight) of unreacted acceptor.
  • 25
    • 0011914514 scopus 로고    scopus 로고
    • note
    • 4-Higher oligosaccharide portion of this material revealed to consist of ∼93% hexa-and ∼7% tetrasaccharide.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.