Phenyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranoside monohydrate

被引:0
|
作者
Durka, Maxime [1 ]
Norberg, Bernadette [1 ]
Roue, Yvain [1 ]
Vincent, Stephane P. [1 ]
Wouters, Johan [1 ]
机构
[1] Univ Namur, Dept Chem, B-5000 Namur, Belgium
关键词
D O I
10.1107/S1600536810019604
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
In the title compound, C(33)H(34)O(5)S center dot H(2)O, the mannopyranoside ring adopts a chair conformation with the 2-alpha-thiophenyl group occupying an axial position. One of the pendant benzyl groups is disordered over two sets of sites in a 0.5:0.5 ratio. In the crystal, the water molecule makes two O-H center dot center dot center dot O hydrogen bonds to an adjacent sugar molecule with the O atoms of the primary alcohol and ether groups acting as acceptors. At the same time, the OH group of the sugar makes a hydrogen bond to a water molecule.
引用
收藏
页码:O1525 / U168
页数:12
相关论文
共 50 条
  • [1] An expedient synthesis of benzyl 2,3,4-tri-O-benzyl-β-D glucopyranoside and benzyl 2,3,4-tri-O-benzyl-β-D-mannopyranoside
    Lu, W
    Navidpour, L
    Taylor, SD
    [J]. CARBOHYDRATE RESEARCH, 2005, 340 (06) : 1213 - 1217
  • [2] 1,5-di-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranoside
    Liu, Zi-Jie
    Han, Dong
    Wang, Lin-Na
    Meng, Xiang-Bao
    Li, Zhong-Jun
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 : O2975 - U2984
  • [3] Crystallographic and theoretical study of phenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside
    Guo, XQ
    Cheng, CM
    Liu, XH
    Liu, XL
    Wang, RL
    Xie, D
    Wang, LX
    Zhao, YF
    [J]. JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 2004, 710 (1-3): : 201 - 205
  • [4] Conformational analysis of the disaccharide methyl α-D-mannopyranosyl-(1→3)-2-O-acetyl-β-D-mannopyranoside monohydrate
    Zhang, Wenhui
    Wu, Qingquan
    Oliver, Allen G.
    Serianni, Anthony S.
    [J]. ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2019, 75 : 610 - +
  • [5] 4-Methoxyphenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside
    Drouin, Ludovic
    Cowley, Andrew R.
    Fairbanks, Antony J.
    Thompson, Amber L.
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O1401 - U1449
  • [6] OMICRON-BENZYLATED THIO SUGARS - 2,3,4-TRI-OMICRON-BENZYL-1-THIO-BETA-D-GALACTOPYRANOSE AND 2,4,6-TRI-OMICRON-BENZYL-1-THIO-BETA-D-GALACTOPYRANOSE
    NASHED, MA
    ANDERSON, L
    [J]. CARBOHYDRATE RESEARCH, 1976, 51 (01) : 65 - 72
  • [7] SYNTHESIS OF BENZYL 6-O-ALPHA-D-MANNOPYRANOSYL-1-THIO-ALPHA-D-MANNOPYRANOSIDE AND BENZYL 2-O-ALPHA-D-MANNOPYRANOSYL-1-THIO-ALPHA AND BETA-D-MANNOPYRANOSIDE
    DURETTE, PL
    SHEN, TY
    [J]. CARBOHYDRATE RESEARCH, 1979, 69 (MAR) : 316 - 322
  • [8] 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
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O3772 - U2705
  • [9] Diaqua[methyl 4-O-benzyl-2,3,6-tri-O(2-picolyl)-α-D-mannopyranoside]-cobalt(II) bis(perchlorate) monohydrate:: partial coordination of a ligand derived from D-mannose
    Cisnetti, Federico
    Guillot, Regis
    Therisod, Michel
    Policar, Clotilde
    [J]. ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2007, 63 (m201-m203): : M201 - M203
  • [10] MOLECULAR AND CRYSTAL-STRUCTURE OF METHYL 2,3,4-TRI-O-ACETYL-BETA-D-XYLOPYRANOSYL-(1-]2)-3-O-BENZYL-4,6-O-BENZYLIDENE-ALPHA-D-MANNOPYRANOSIDE
    KANIE, O
    TAKEDA, T
    HATANO, K
    [J]. CARBOHYDRATE RESEARCH, 1995, 276 (02) : 409 - 416