(4R,5R)-4-((R)-1-hydroxyhexyl)-2-phenyl-1,3-dioxan-5-ol | 956028-66-3

• 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: (4R,5R)-4-((R)-1-hydroxyhexyl)-2-phenyl-1,3-dioxan-5-ol
• CAS: 956028-66-3
• 化学式: C₁₆H₂₄O₄
• 分子量: 280.364
• InChiKey: JJMLBHHGHJEHRB-SLCRAUQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  58.92
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (4R,5R)-4-((R)-1-hydroxyhexyl)-2-phenyl-1,3-dioxan-5-ol 在 Lindlar's catalyst 吡啶 、 sodium azide 、 四丁基溴化铵 、 氢气 、 对甲苯磺酸 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 (2S,3S,4R)-2-amino-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1,3,4-nonanetriol
  参考文献：
  名称：

  Minimum structure requirement of immunomodulatory glycolipids for predominant Th2 cytokine induction and the discovery of non-linear phytosphingosine analogs

  摘要：

  Analogs of immunomodulatory glycolipid OCH (2) were prepared and minimum structure requirement to exhibit equivalent profiles was disclosed. Analogs bearing non-linear hydrocarbon chain in the phytosphingosine moiety (18, 19) were shown for the first time to possess comparable cytokine inducing profile to 2. Molecular modeling of 2/hCD1d complex based on the crystal structure of alpha-GalCer (1)/hCDld complex is also described. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.081
• 作为产物：
  描述：

  4,5-anhydro-1,3-O-benzylidene-D-arabitol 、 alkaline earth salt of/the/ methylsulfuric acid 在 copper(l) iodide 作用下， 以 四氢呋喃 为溶剂， 生成 (4R,5R)-4-((R)-1-hydroxyhexyl)-2-phenyl-1,3-dioxan-5-ol
  参考文献：
  名称：

  Minimum structure requirement of immunomodulatory glycolipids for predominant Th2 cytokine induction and the discovery of non-linear phytosphingosine analogs

  摘要：

  Analogs of immunomodulatory glycolipid OCH (2) were prepared and minimum structure requirement to exhibit equivalent profiles was disclosed. Analogs bearing non-linear hydrocarbon chain in the phytosphingosine moiety (18, 19) were shown for the first time to possess comparable cytokine inducing profile to 2. Molecular modeling of 2/hCD1d complex based on the crystal structure of alpha-GalCer (1)/hCDld complex is also described. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.081