1-hydroxy-2-formylamino-octadecane | 203178-07-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-hydroxy-2-formylamino-octadecane
• 英文别名: N-(1-hydroxyoctadecan-2-yl)formamide
• CAS: 203178-07-8
• 化学式: C₁₉H₃₉NO₂
• 分子量: 313.524
• InChiKey: XVYMLTBSBKXFJN-UHFFFAOYSA-N

物化性质

• 沸点：
  468.5±28.0 °C(Predicted)
• 密度：
  0.905±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  22
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-hydroxy-2-formylamino-octadecane 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 、 lithium bromide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 丁酮 为溶剂， 反应 100.0h， 生成 1-[3-(trimethylammonio)propylphosphonoyloxy]-2-formylamino-octadecane
  参考文献：
  名称：

  Synthesis of Isosteric Phosphono Analogs of Biologically Active Alkylphosphocholines

  摘要：

  We describe a high yield reaction sequence for the conversion of long chain alcohols into 3-(trimethylammonio)propylphosphonates. The products are phospholipase D stable isosteric phosphono analogs of the respective alkylphosphocholines. The key step is the esterification of 3-chloropropylphosphonic acid with the respective long chain alcohols using DCC/DMAP. Deprotection and various acylations of 2-hydroxy and 2-amino groups following the introduction of the headgroup are described.

  DOI：

  10.1007/pl00010153
• 作为产物：
  描述：

  在 溶剂黄146 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 吡啶 、 水 、 异丙醇 为溶剂， 反应 28.0h， 生成 1-hydroxy-2-formylamino-octadecane
  参考文献：
  名称：

  Synthesis of Isosteric Phosphono Analogs of Biologically Active Alkylphosphocholines

  摘要：

  We describe a high yield reaction sequence for the conversion of long chain alcohols into 3-(trimethylammonio)propylphosphonates. The products are phospholipase D stable isosteric phosphono analogs of the respective alkylphosphocholines. The key step is the esterification of 3-chloropropylphosphonic acid with the respective long chain alcohols using DCC/DMAP. Deprotection and various acylations of 2-hydroxy and 2-amino groups following the introduction of the headgroup are described.

  DOI：

  10.1007/pl00010153

文献信息

• EPITOPE REDUCTION THERAPY
  申请人：Crispin Matthew David Max

  公开号：US20100022620A1

  公开（公告）日：2010-01-28

  The present invention provides the use of an inhibitor of glycolipid biosynthesis in the manufacture of a medicament for the treatment of a glycolipid-mediated autoimmune disease.
• Synthesis of Isosteric Phosphono Analogs of Biologically Active Alkylphosphocholines
  作者：Jörg T. Kley、Clemens Unger、Ulrich Massing

  DOI：10.1007/pl00010153

  日期：1998.2

  We describe a high yield reaction sequence for the conversion of long chain alcohols into 3-(trimethylammonio)propylphosphonates. The products are phospholipase D stable isosteric phosphono analogs of the respective alkylphosphocholines. The key step is the esterification of 3-chloropropylphosphonic acid with the respective long chain alcohols using DCC/DMAP. Deprotection and various acylations of 2-hydroxy and 2-amino groups following the introduction of the headgroup are described.