(2R,3S,4R,5R)-2-(12-hydroxydodec-2-en-1-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate | 1079109-86-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S,4R,5R)-2-(12-hydroxydodec-2-en-1-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
• CAS: 1079109-86-6
• 化学式: C₂₃H₃₈O₈
• 分子量: 442.55
• InChiKey: YKFSUJBSFGRCPS-BXXSPATCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.24
• 重原子数：
  31.0
• 可旋转键数：
  14.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  108.36
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (2R,3S,4R,5R)-2-(12-hydroxydodec-2-en-1-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate 在 5% Pd/C 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 2.0h， 以84%的产率得到C₂₃H₄₀O₈
  参考文献：
  名称：

  C-Glycosides of dodecanoic acid: new capping/reducing agents for glyconanoparticle synthesis

  摘要：

  A concise synthesis of 12-C-glycosylated dodecanoic acids employing an olefin cross-metathesis reaction is developed. Examination of these acids as capping agents for the synthesis of metal nanoparticles reveals that they do not cap the Co-metal nanoparticles synthesized in aqueous phase, but that two of them can reduce and cap the Ag nanoparticles in water without any aggregation. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.08.030
• 作为产物：
  描述：

  10-十一烯-1-醇 、 3-(2,3,4-tri-O-acetyl-α-D-ribopyranosyl)prop-1-ene 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以79%的产率得到(2R,3S,4R,5R)-2-(12-hydroxydodec-2-en-1-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
  参考文献：
  名称：

  C-Glycosides of dodecanoic acid: new capping/reducing agents for glyconanoparticle synthesis

  摘要：

  A concise synthesis of 12-C-glycosylated dodecanoic acids employing an olefin cross-metathesis reaction is developed. Examination of these acids as capping agents for the synthesis of metal nanoparticles reveals that they do not cap the Co-metal nanoparticles synthesized in aqueous phase, but that two of them can reduce and cap the Ag nanoparticles in water without any aggregation. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.08.030