p-methoxyphenyl β-D-glucopyranosyluronic acid-(1→4)-β-L-fucopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1→3)-β-D-galactopyranoside | 1616968-86-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-methoxyphenyl β-D-glucopyranosyluronic acid-(1→4)-β-L-fucopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1→3)-β-D-galactopyranoside
• CAS: 1616968-86-5
• 化学式: C₃₁H₄₆O₂₂
• 分子量: 770.693
• InChiKey: NFTWBHNYIXQPDU-NKYBJOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.53
• 重原子数：
  53.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  342.9
• 氢给体数：
  12.0
• 氢受体数：
  21.0

反应信息

• 作为产物：
  描述：

  在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 10.0h， 以90 mg的产率得到p-methoxyphenyl β-D-glucopyranosyluronic acid-(1→4)-β-L-fucopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1→3)-β-D-galactopyranoside
  参考文献：
  名称：

  Chemical synthesis of a tetrasaccharide related to the exocellular polysaccharide from Rhodococcus sp. RHA1

  摘要：

  Chemical synthesis of the tetrasaccharide related to the exocellular polysaccharide from Rhodococcus sp. RHA1 is reported. The stereoselective glycosylations were achieved by activation of the thioglycoside donors using N-iodosuccinimide in the presence of La(OTf)(3) varying temperature per the need of 1,2-cis or 1,2-trans glycosylations. The target tetrasaccharide is reported in the form of its p-methoxyphenyl glycoside that can be cleaved selectively from the per-O-acetylated derivative allowing further glycoconjugate formation using trichloroacetimidate chemistry. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2014.05.018