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Volumn 9, Issue 17, 2007, Pages 3327-3329

Practical and scalable synthesis of α-(1→4)-linked polysaccharides composed of 6-O-methyl-D-glucose

Author keywords

[No Author keywords available]

Indexed keywords

3 METHYLGLUCOSE; CYCLODEXTRIN; POLYSACCHARIDE;

EID: 34548168340     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol071334x     Document Type: Article
Times cited : (8)

References (20)
  • 1
    • 0343553106 scopus 로고
    • For isolation and characterization of MGLPs, see a
    • For isolation and characterization of MGLPs, see (a) Lee, Y. C.; Ballou, C. E. J. Biol. Chem. 1964, 239, PC3602.
    • (1964) J. Biol. Chem , vol.239
    • Lee, Y.C.1    Ballou, C.E.2
  • 2
    • 0020327782 scopus 로고    scopus 로고
    • Forsberg, L. S.; Dell, A.; Walton, D. J.; Ballou, C. E. J. Biol. Chem. 1982, 257, 3555. For the revised structure of MG(L)P, see
    • (b) Forsberg, L. S.; Dell, A.; Walton, D. J.; Ballou, C. E. J. Biol. Chem. 1982, 257, 3555. For the revised structure of MG(L)P, see
  • 10
    • 33947265600 scopus 로고    scopus 로고
    • For comprehensive monographs, general reviews, and examples relevant to this work, see references 9, 10, and 11 cited in
    • For comprehensive monographs, general reviews, and examples relevant to this work, see references 9, 10, and 11 cited in Hsu, M. C.; Lee, J.; Kishi, Y. J. Org. Chem. 2007, 72, 1931.
    • (2007) J. Org. Chem , vol.72 , pp. 1931
    • Hsu, M.C.1    Lee, J.2    Kishi, Y.3
  • 12
    • 0033614879 scopus 로고    scopus 로고
    • Seeberger has extensively used anomeric phosphates for both solution-and solid-phase syntheses. For examples of solution-phase synthesis, see a
    • Seeberger has extensively used anomeric phosphates for both solution-and solid-phase syntheses. For examples of solution-phase synthesis, see (a) Plante, O. J.; Andrade, R. B.; Seeberger, P. H. Org. Lett. 1999, 1, 211.
    • (1999) Org. Lett , vol.1 , pp. 211
    • Plante, O.J.1    Andrade, R.B.2    Seeberger, P.H.3
  • 14
    • 36849046666 scopus 로고    scopus 로고
    • 960, and references cited therein. For recent examples of solid-phase synthesis, see
    • (c) Codee, J. D. C.; Seeberger, P. H. ACS Symp. Ser. 2007, 960, 150-164 and references cited therein. For recent examples of solid-phase synthesis, see
    • ACS Symp. Ser , vol.2007 , pp. 150-164
    • Codee, J.D.C.1    Seeberger, P.H.2
  • 18
    • 34548180561 scopus 로고    scopus 로고
    • 1H NMR spectrum of the crude product, and the stereochemistry was assigned by nuclear Overhauser effect studies. It was further confirmed after deprotection to sMGPs; the glycosidic protons of β-linked anomers are known to give resonances shifted to upfields compared to those of the corresponding α-linked anomers.
    • 1H NMR spectrum of the crude product, and the stereochemistry was assigned by nuclear Overhauser effect studies. It was further confirmed after deprotection to sMGPs; the glycosidic protons of β-linked anomers are known to give resonances shifted to upfields compared to those of the corresponding α-linked anomers.


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