N-((2S,3R,4R)-1-((tert-butyldimethylsilyl)oxy)-3,4-dihydroxyoctadecan-2-yl)hexacosanamide | 1058144-05-0

• 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: N-((2S,3R,4R)-1-((tert-butyldimethylsilyl)oxy)-3,4-dihydroxyoctadecan-2-yl)hexacosanamide
• CAS: 1058144-05-0
• 化学式: C₅₀H₁₀₃NO₄Si
• 分子量: 810.458
• InChiKey: AUTDKQHRJAXGLD-FLZXPFFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.69
• 重原子数：
  56.0
• 可旋转键数：
  43.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.98
• 拓扑面积：
  78.79
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-((2S,3R,4R)-1-((tert-butyldimethylsilyl)oxy)-3,4-dihydroxyoctadecan-2-yl)hexacosanamide 、 叔丁基二甲硅基三氟甲磺酸酯 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到
  参考文献：
  名称：

  Synthesis of all stereoisomers of KRN7000, the CD1d-binding NKT cell ligand

  摘要：

  KRN7000 is an important ligand identified for CD1d protein of APC, and KRN7000/CD1d complex can stimulate NKT cells to release Th1 and Th2 cytokines. In an effort to understand the structure-activity relationships, we have carried out the synthesis of a complete set of the eight KRN7000 stereoisomers, and their biological activities have been examined. Crown copyright (C) 2008 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.036
• 作为产物：
  描述：

  N-(二十六烷酰氧基)琥珀酰亚胺 、 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 N-((2S,3R,4R)-1-((tert-butyldimethylsilyl)oxy)-3,4-dihydroxyoctadecan-2-yl)hexacosanamide
  参考文献：
  名称：

  Synthesis of all stereoisomers of KRN7000, the CD1d-binding NKT cell ligand

  摘要：

  KRN7000 is an important ligand identified for CD1d protein of APC, and KRN7000/CD1d complex can stimulate NKT cells to release Th1 and Th2 cytokines. In an effort to understand the structure-activity relationships, we have carried out the synthesis of a complete set of the eight KRN7000 stereoisomers, and their biological activities have been examined. Crown copyright (C) 2008 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.036