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Volumn 63, Issue 29, 2007, Pages 6827-6834

Selective protecting group manipulations on the 1-deoxynojirimycin scaffold

Author keywords

[No Author keywords available]

Indexed keywords

1 DEOXYNOJIRIMYCIN; IMINOSUGAR; SORBOSE;

EID: 34249846696     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2007.04.070     Document Type: Article
Times cited : (24)

References (46)
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    • For reviews on glycosidase inhibition, see: Refs. 1,3 and
  • 7
    • 0038643501 scopus 로고    scopus 로고
    • For a recent review on iminosugar based glycosyltransferase inhibitors, see:
    • For a recent review on iminosugar based glycosyltransferase inhibitors, see:. Compain P., and Martin O.R. Curr. Top. Med. Chem. 3 (2003) 541-560
    • (2003) Curr. Top. Med. Chem. , vol.3 , pp. 541-560
    • Compain, P.1    Martin, O.R.2
  • 11
    • 34249857853 scopus 로고    scopus 로고
    • For recent reviews, see:
  • 15
    • 34249853358 scopus 로고    scopus 로고
    • For the first application of pyranosides as peptidomimetics, see:
  • 18
    • 34249851109 scopus 로고    scopus 로고
    • For examples of solid phase synthesis of prospecting libraries using pyranoside derivatives, see:
  • 28
    • 34249848685 scopus 로고    scopus 로고
    • For examples where protected 1-deoxynojirimycin derivatives have been useful, see:
  • 33
    • 24644506429 scopus 로고    scopus 로고
    • For a recent review on synthesis of iminosugars containing six-membered rings, see:
    • For a recent review on synthesis of iminosugars containing six-membered rings, see:. Afarinkia K., and Bahar A. Tetrahedron: Asymmetry 16 (2005) 1239-1287
    • (2005) Tetrahedron: Asymmetry , vol.16 , pp. 1239-1287
    • Afarinkia, K.1    Bahar, A.2
  • 35
    • 34249845746 scopus 로고    scopus 로고
    • note
    • The yield of the azide via the cyclic sulfite reported was the best achieved. However, in the hands of other co-workers lower yields were obtained (∼60%, two steps).
  • 36
    • 34249859589 scopus 로고    scopus 로고
    • note
    • For the deprotection on a 10 g scale, the use of Dowex-50-X8 was found to be more efficient than Dowex-50-X4.
  • 37
    • 34249849531 scopus 로고    scopus 로고
    • For previous syntheses of 1-deoxynojirimycin from l-sorbose, see:
  • 43
    • 0002528147 scopus 로고    scopus 로고
    • Hanessian S. (Ed), Marcel Dekker, New York, NY
    • Garegg P.J. In: Hanessian S. (Ed). Preparative Carbohydrate Chemistry (1997), Marcel Dekker, New York, NY 53-67
    • (1997) Preparative Carbohydrate Chemistry , pp. 53-67
    • Garegg, P.J.1
  • 45
    • 0000703358 scopus 로고
    • The conversion of an N-Boc group in presence of TBDMSOTf to a silyl carbamate has been reported.
    • The conversion of an N-Boc group in presence of TBDMSOTf to a silyl carbamate has been reported. Sakaitani M., and Ohfune Y. Tetrahedron Lett. 26 (1985) 5543-5546
    • (1985) Tetrahedron Lett. , vol.26 , pp. 5543-5546
    • Sakaitani, M.1    Ohfune, Y.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.