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Volumn , Issue 8, 1999, Pages 1316-1318

A new route to L-iduronate building-blocks for the synthesis of heparin- like oligosaccharides

Author keywords

Benzylation; Carbohydrates; Regioselectivity; Silylation

Indexed keywords

CARBOHYDRATE; GLUCURONOLACTONE; HEPARIN DERIVATIVE; IDURONIC ACID; OLIGOSACCHARIDE;

EID: 0032769229     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-2810     Document Type: Article
Times cited : (48)

References (18)
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    • Linhardt, R. J.; Toida, Y. In Carbohydrates as Drugs; Witczak, Z.; Nieforth, K. Eds.; New York 1998; pp 277-341.
    • (1998) Carbohydrates as Drugs , pp. 277-341
    • Linhardt, R.J.1    Toida, Y.2
  • 4
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    • and references cited therein
    • Tabeur, C.; Machetto, F.; Mallet, J.-M.; Duchaussoy, P.; Petitou, M.; Sinaÿ, P. Carbohydrate Res. 1996, 281, 25, and references cited therein. Chiba, T.; Sinaÿ, P. Carbohydrate Res. 1986, 151, 379. Bazin, H. G.; Kerns, R. J.; Linhardt, R. J. Tetrahedron Lett. 1997, 38, 923. Bazin, H. G.; Kerns, R. J.; Linhardt, R. J. J. Org. Chem. 1999, 64, 144.
    • (1996) Carbohydrate Res. , vol.281 , pp. 25
    • Tabeur, C.1    Machetto, F.2    Mallet, J.-M.3    Duchaussoy, P.4    Petitou, M.5    Sinaÿ, P.6
  • 5
    • 0000774358 scopus 로고
    • Tabeur, C.; Machetto, F.; Mallet, J.-M.; Duchaussoy, P.; Petitou, M.; Sinaÿ, P. Carbohydrate Res. 1996, 281, 25, and references cited therein. Chiba, T.; Sinaÿ, P. Carbohydrate Res. 1986, 151, 379. Bazin, H. G.; Kerns, R. J.; Linhardt, R. J. Tetrahedron Lett. 1997, 38, 923. Bazin, H. G.; Kerns, R. J.; Linhardt, R. J. J. Org. Chem. 1999, 64, 144.
    • (1986) Carbohydrate Res. , vol.151 , pp. 379
    • Chiba, T.1    Sinaÿ, P.2
  • 6
    • 0031562084 scopus 로고    scopus 로고
    • Tabeur, C.; Machetto, F.; Mallet, J.-M.; Duchaussoy, P.; Petitou, M.; Sinaÿ, P. Carbohydrate Res. 1996, 281, 25, and references cited therein. Chiba, T.; Sinaÿ, P. Carbohydrate Res. 1986, 151, 379. Bazin, H. G.; Kerns, R. J.; Linhardt, R. J. Tetrahedron Lett. 1997, 38, 923. Bazin, H. G.; Kerns, R. J.; Linhardt, R. J. J. Org. Chem. 1999, 64, 144.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 923
    • Bazin, H.G.1    Kerns, R.J.2    Linhardt, R.J.3
  • 7
    • 0033534698 scopus 로고    scopus 로고
    • Tabeur, C.; Machetto, F.; Mallet, J.-M.; Duchaussoy, P.; Petitou, M.; Sinaÿ, P. Carbohydrate Res. 1996, 281, 25, and references cited therein. Chiba, T.; Sinaÿ, P. Carbohydrate Res. 1986, 151, 379. Bazin, H. G.; Kerns, R. J.; Linhardt, R. J. Tetrahedron Lett. 1997, 38, 923. Bazin, H. G.; Kerns, R. J.; Linhardt, R. J. J. Org. Chem. 1999, 64, 144.
    • (1999) J. Org. Chem. , vol.64 , pp. 144
    • Bazin, H.G.1    Kerns, R.J.2    Linhardt, R.J.3
  • 12
    • 0344538413 scopus 로고    scopus 로고
    • note
    • Sodium pivaloate was prepared from NaOH and pivalic acid (slight excess), and dried in vacuo (0.3 mbar, 20 h).
  • 13
    • 0345400759 scopus 로고    scopus 로고
    • note
    • 3N or raising temperature led to the unexpected, partial pivaloyl migration from O-5 to O-2.
  • 14
    • 0344106894 scopus 로고    scopus 로고
    • note
    • Presumably, some catalytic activity by the silica-gel promoted a partial lactonization during chromatography.
  • 18
    • 0344538410 scopus 로고    scopus 로고
    • This essential prediction has been further confirmed during the synthesis of several oligosaccharides. See ref. 3
    • This essential prediction has been further confirmed during the synthesis of several oligosaccharides. See ref. 3.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.