Methyl (2′S,3′S)-3,4-O-(2′,3′-dimethoxybutane-2′,3′-diyl)-α-L-rhamnopyranoside:: a glycosyl acceptor

被引:0
|
作者
Tsai, Yow-Fu [1 ]
Yang, Jen-Ta [1 ]
Chen, Jhy-Der [1 ]
Lin, Chia-Her [1 ]
机构
[1] Chung Yuan Christian Univ, Dept Chem, Chungli 320, Taiwan
关键词
D O I
10.1107/S1600536808008222
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
The title compound, C13H24O7, is the product of the ketalization of methyl L-(+)-rhamnopyranoside with 2,3-butanedione. It crystallizes with two molecules in the asymmetric unit, which are connected by O-H center dot center dot center dot O hydrogen bonds. The C-3,4 diequatorial hydroxy groups of the methyl L-(+)-rhamnopyranoside were protected, leaving the C-2 hydroxy group free. The L-(+)-rhamnopyranoside and 2',3'-dimethoxybutane- 2',3'-diyl rings adopt chair conformations and all methoxy groups are in axial positions. The absolute configuration was assumed from the synthesis.
引用
收藏
页码:O897 / U2444
页数:11
相关论文
共 50 条
  • [1] Methyl (2′R,3′R)-2-azido-2,6-dideoxy-3,4-O-(2′,3′-dimethoxybutane-2′,3′-diyl)-α-L-glucopyranoside
    Barnes, JC
    Brimacombe, JS
    Connolly, LMC
    Dix, AP
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2002, 58 : o227 - o228
  • [2] Methyl (2′R,3′R)-6-deoxy-3,4-O-(2′,3′-dimethoxybutane-2′,3′-diyl)-2-O-toluene-p-sulfonyl-α-L-mannopyranoside
    Barnes, JC
    Brimacombe, JS
    Connolly, LMC
    Dix, AP
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2002, 58 : o224 - o226
  • [3] Phenyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside:: a glycosyl donor
    Tsai, Yow-Fu
    Yang, Jen-Ta
    Chen, Jhy-Der
    Lin, Chia-Her
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O3772 - U2705
  • [4] 3,4-O-(2,3-dimethoxybutane-2,3-diyl)-S-(4-methylphenyl)-1-thia-α-D-mannopyranoside
    Xu, Fei-Fei
    Han, Dong
    Wang, Lin-Na
    Meng, Xiang-Bao
    Li, Zhong-Jun
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O1367 - U2844
  • [5] A new cardenolide uzarigenin-3-O-β-D-xylopyranosyl (1→2)-α-L-rhamnopyranoside
    Yadava, RN
    Yadav, S
    JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 1999, 1 (04) : 245 - 249
  • [6] Methyl 2-O-β-D-glucopyranosyl-α-L-rhamnopyranoside
    Eriksson, L
    Stenutz, R
    Widmalm, G
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 2002, 58 (06) : O328 - O329
  • [7] A computational investigation on the antioxidant potential of myricetin 3,4′-di-O-α-L-rhamnopyranoside
    Mendes, Rodrigo A.
    Almeida, Shawan K. C.
    Soares, Iuri N.
    Barboza, Cristina A.
    Freitas, Renato G.
    Brown, Alex
    de Souza, Gabriel L. C.
    JOURNAL OF MOLECULAR MODELING, 2018, 24 (06)
  • [8] A computational investigation on the antioxidant potential of myricetin 3,4′-di-O-α-L-rhamnopyranoside
    Rodrigo A. Mendes
    Shawan K. C. Almeida
    Iuri N. Soares
    Cristina A. Barboza
    Renato G. Freitas
    Alex Brown
    Gabriel L. C. de Souza
    Journal of Molecular Modeling, 2018, 24
  • [9] SYNTHESIS OF METHYL 2-O-BENZOYL-3,4-O-(S)- AND METHYL 2-O-BENZOYL-3,4-O-(R)-BENZYLIDENE-BETA-L-RIBOPYRANOSIDE
    CLODE, DM
    CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1977, 55 (23): : 4066 - 4070
  • [10] Evaluation of the antioxidant potential of myricetin 3-O-α-L-rhamnopyranoside and myricetin 4′-O-α-L-rhamnopyranoside through a computational study
    Rodrigo A. Mendes
    Shawan K. C. Almeida
    Iuri N. Soares
    Cristina A. Barboza
    Renato G. Freitas
    Alex Brown
    Gabriel L. C. de Souza
    Journal of Molecular Modeling, 2019, 25