2-(20-(β-D-glucopyranosyloxy)icosanyl)-6-iodopyridine | 1374551-83-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-(20-(β-D-glucopyranosyloxy)icosanyl)-6-iodopyridine
• 英文别名: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[20-(6-iodopyridin-2-yl)oxyicosoxy]oxane-3,4,5-triol
• CAS: 1374551-83-3
• 化学式: C₃₁H₅₄INO₇
• 分子量: 679.677
• InChiKey: GIDNDKWRRXZGBF-KLBVUYHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  40
• 可旋转键数：
  24
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  122
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Tert-butyl-[2-[6-ethynyl-4-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]pyridin-2-yl]ethynyl]-dimethylsilane 、 2-(20-(β-D-glucopyranosyloxy)icosanyl)-6-iodopyridine 在 copper(l) iodide 、 二(三叔丁基膦)钯 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以99%的产率得到(2R,3R,4S,5S,6R)-2-[20-[6-[2-[6-[2-[tert-butyl(dimethyl)silyl]ethynyl]-4-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]pyridin-2-yl]ethynyl]pyridin-2-yl]oxyicosoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
  参考文献：
  名称：

  Concentration- and Time-Dependent Eccentric Changes in Circular Dichroism of Saccharide-Linked Ethynylpyridine Oligomer with Copper(II) Ions

  摘要：

  We studied the preparation and circular dichroism (CD) behavior of 2,6-pyridylene ethynylene octameric oligomer linked to a beta-D-glucoside moiety with a C20-alkylene chain. The addition of Cu(OTf)(2) salt led to a remarkable enhancement of the first CD band of the oligomer, and an unexpected concentration and time dependency were observed. For example, when 1.0 X 10(-3) M of Cu(OTf)(2) was added to a 1,2-dichloroethane solution of the oligomer (5.0 X 10(-4) M, unit concentration), the CD band appeared in the positive at first and gradually inverted into the negative with time.

  DOI：

  10.1021/jo300735j
• 作为产物：
  描述：

  β-D-葡萄糖五乙酸酯 在 三氟化硼乙醚 、 水 、 potassium carbonate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 42.5h， 生成 2-(20-(β-D-glucopyranosyloxy)icosanyl)-6-iodopyridine
  参考文献：
  名称：

  Concentration- and Time-Dependent Eccentric Changes in Circular Dichroism of Saccharide-Linked Ethynylpyridine Oligomer with Copper(II) Ions

  摘要：

  We studied the preparation and circular dichroism (CD) behavior of 2,6-pyridylene ethynylene octameric oligomer linked to a beta-D-glucoside moiety with a C20-alkylene chain. The addition of Cu(OTf)(2) salt led to a remarkable enhancement of the first CD band of the oligomer, and an unexpected concentration and time dependency were observed. For example, when 1.0 X 10(-3) M of Cu(OTf)(2) was added to a 1,2-dichloroethane solution of the oligomer (5.0 X 10(-4) M, unit concentration), the CD band appeared in the positive at first and gradually inverted into the negative with time.

  DOI：

  10.1021/jo300735j