1,4-bis([2,2']-bithiophen-5-yl)-2,5-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzene | 1029398-60-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,4-bis([2,2']-bithiophen-5-yl)-2,5-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzene
• 英文别名: 1,4-bis[5-(2,2'-bithienyl)]-2,5-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-benzene；[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[2,5-bis(5-thiophen-2-ylthiophen-2-yl)-4-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyphenoxy]oxan-2-yl]methyl acetate
• CAS: 1029398-60-4
• 化学式: C₅₀H₅₀O₂₀S₄
• 分子量: 1099.2
• InChiKey: VIAVSCJFSPCWFX-GFCAVPKXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  74
• 可旋转键数：
  26
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  360
• 氢给体数：
  0
• 氢受体数：
  24

反应信息

• 作为产物：
  描述：

  2,2'-联噻吩-5-硼酸频哪醇酯 、 1,4-bis(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-2,5-diiodobenzene 在 四(三苯基膦)钯 sodium carbonate 、 silver(l) oxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以84%的产率得到1,4-bis([2,2']-bithiophen-5-yl)-2,5-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzene
  参考文献：
  名称：

  WO2008/96239

  摘要：

  公开号：

文献信息

• Synthesis of d-glucose and l-phenylalanine substituted phenylene–thiophene oligomers
  作者：Omar Hassan Omar、Francesco Babudri、Gianluca M. Farinola、Francesco Naso、Alessandra Operamolla、Adriana Pedone

  DOI：10.1016/j.tet.2010.11.004

  日期：2011.1

  Phenylene-thiophene oligomers bearing peracetylated beta-D-glucose or N-BOC-L-phenylalanine as chiral substituents were synthesized in good yields by a versatile protocol based on the Suzuki-Miyaura cross-coupling reaction. Aryl iodides bearing the chiral biomolecules as substituents efficiently reacted with pinacol boronates of bi- or terthiophenes leading to the bio-functionalized oligomers in good yields. (C) 2010 Elsevier Ltd. All rights reserved.