메뉴 건너뛰기




Volumn 50, Issue 49, 2009, Pages 6906-6908

Stereo-controlled approach to pyrrolidine iminosugar C-glycosides and 1,4-dideoxy-1,4-imino-l-allitol using a d-mannose-derived cyclic nitrone

Author keywords

Cyclic nitrone; Enzyme inhibitors; Iminosugars; Pyrrolidine

Indexed keywords

1,4 DIDEOXY 1,4 IMINO ALLITOL; 2,3 O ISOPROPYLIDENE 5 O METHANESULFONYL 6 O T BUTYLDIMETHYLSILYL MANNOSEFURANOSE OXIME 7; CLEAVAGE AND POLYADENYLATION SPECIFICITY FACTOR; GLYCOSIDE; IMINOSUGAR; MAGNESIUM CHLORIDE; MANNOSE; NITRONE; OXIME DERIVATIVE; PYRROLIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 70350007179     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.09.139     Document Type: Article
Times cited : (17)

References (62)
  • 49
    • 70350039341 scopus 로고    scopus 로고
    • note
    • 9SSi: C, 53.47; H, 7.03. Found: C, 53.53; H, 7.23.
  • 50
    • 70350005990 scopus 로고    scopus 로고
    • note
    • 13C NMR spectrum showed additional signals (∼15%) corresponding to other isomer.
  • 51
    • 70350013074 scopus 로고    scopus 로고
    • note
    • Oxime 7 in the presence of hydroxylamine hydrochloride offered better results in terms of yields and reproducibility. An analogous observation is reported, see: Refs. 3 and 9d.
  • 52
    • 70350039342 scopus 로고    scopus 로고
    • note
    • Crystallographic data for compound 8 have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication No. CCDC 742578. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK. Fax: +44 1223 336033. E-mail: deposit@ccdc.cam.ac.uk.
  • 53
    • 70350021519 scopus 로고    scopus 로고
    • note
    • 5Si: C, 54.35; H, 8.82. Found: C, 54.54; H, 8.60.
  • 57
    • 70350019107 scopus 로고    scopus 로고
    • note
    • 13NO4: C, 44.16; H, 8.03. Found: C, 44.30; H, 8.25.
  • 58
    • 70350017140 scopus 로고    scopus 로고
    • note
    • 5Si: C, 57.87; H, 9.44. Found: C, 57.71; H, 9.29.
  • 59
    • 70350040624 scopus 로고    scopus 로고
    • note
    • Crystallographic data for compound 10a have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication No. CCDC 742579. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK. Fax: +44 1223 336033. E-mail: deposit@ccdc.cam.ac.uk.
  • 60
    • 70350034804 scopus 로고    scopus 로고
    • note
    • The observed diastereoselectivity was found to be analogous to earlier report in which addition of vinylmagnesium chloride to five-membered cyclic nitrone afforded major product from the face opposite to the 2-O-Bn group, see: Ref. 2a.
  • 61
    • 70350005989 scopus 로고    scopus 로고
    • note
    • 5: C, 49.31; H, 7.82. Found: C, 49.59; H, 7.65.
  • 62
    • 70350019106 scopus 로고    scopus 로고
    • note
    • 4: C, 53.19; H, 8.43. Found: C, 53.40; H, 8.31.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.