Synthesis of imino-C-disaccharides related to sucrose

被引:4
|
作者
La Ferla, B [1 ]
Cipolla, L [1 ]
Peri, F [1 ]
Nicotra, F [1 ]
机构
[1] Univ Milano Bicocca, Dept Biotechnol & Biosci, I-20126 Milan, Italy
关键词
D O I
10.1081/CAR-100108281
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Stabilised ylides 1 and 10, prepared from perbenzylated and peracetylated allyl C-glucopyranosides, respectively, were reacted with differently protected D-serinal; osmylation of the obtained alpha,beta -unsaturated ketones 3 and 12, followed by intramolecular reductive amination, afforded different imino-C-disaccharides 14, 15, 18, and 19 related to sucrose.
引用
收藏
页码:667 / 680
页数:14
相关论文
共 50 条
  • [31] Static and Dynamic Study of Disaccharides Trehalose, Maltose and Sucrose
    Pamies, Silvana C.
    Petelski, Andre N.
    Castro, Eduardo A.
    Sosa, Gladis L.
    STRUCTURAL CHEMISTRY, 2017, 28 (04) : 911 - 924
  • [32] Synthesis of D-galactofuranosyl-containing C-disaccharides
    Kovensky, J
    Burrieza, D
    Colliou, V
    Cirelli, AF
    Sinay, P
    JOURNAL OF CARBOHYDRATE CHEMISTRY, 2000, 19 (01) : 1 - 12
  • [33] Stereoselective synthesis of α-C-L-fucopyranosyl containing C-disaccharides
    Rekai, ED
    Rubinstenn, G
    Mallet, JM
    Sinay, P
    Muller, SN
    Giese, B
    SYNLETT, 1998, (08) : 831 - +
  • [34] Synthesis of C-Disaccharides. An Unusual Ring Closure Reaction
    Khan, A. T.
    Sharma, P.
    Schmidt, R. R.
    Journal of Carbohydrate Chemistry,
  • [35] Synthesis of C-disaccharides an unusual ring closure reaction
    Khan, Abu T.
    Sharma, Parijat
    Schmidt, Richard R.
    JOURNAL OF CARBOHYDRATE CHEMISTRY, 1995, 14 (09) : 1353 - 1367
  • [36] THE SYNTHESIS OF DIFLUOROMETHYLENE-LINKED C-GLYCOSIDES AND C-DISACCHARIDES
    HERPIN, TF
    MOTHERWELL, WB
    TOZER, MJ
    TETRAHEDRON-ASYMMETRY, 1994, 5 (11) : 2269 - 2282
  • [37] THE C-ANALOG OF BETA,BETA-TREHALOSE AND RELATED C-DISACCHARIDES
    MARTIN, OR
    LAI, W
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1990, 200 : 21 - CARB
  • [38] C-METHYLATION OF SUCROSE - SYNTHESIS OF 6- AND 6'-C-METHYL-SUCROSE
    TOUFEILI, IA
    DZIEDZIC, SZ
    RATHBONE, EB
    CARBOHYDRATE RESEARCH, 1986, 148 (02) : 279 - 285
  • [39] Sucrose and other disaccharides - Sir James Irvine's "correction"
    Carrington, HC
    Haworth, WN
    Hirst, EL
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1933, 55 : 1084 - 1090
  • [40] The constitution of the disaccharides. Part XV. Sucrose.
    Avery, J
    Haworth, WN
    Hirst, EL
    JOURNAL OF THE CHEMICAL SOCIETY, 1927, : 2308 - 2318