N-(2-hydroxyethyl)-3,5-bis(octadecyloxy)benzamide | 392699-52-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-hydroxyethyl)-3,5-bis(octadecyloxy)benzamide
• 英文别名: N-(2-Hydroxyethyl)-3,5-bis(octadecyloxy)benzamide；N-(2-hydroxyethyl)-3,5-dioctadecoxybenzamide
• CAS: 392699-52-4
• 化学式: C₄₅H₈₃NO₄
• 分子量: 702.158
• InChiKey: LWLRHEPMAKHXBG-UHFFFAOYSA-N

物化性质

• 熔点：
  95-96 °C
• 沸点：
  751.3±60.0 °C(Predicted)
• 密度：
  0.932±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  18.1
• 重原子数：
  50
• 可旋转键数：
  39
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  67.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-hydroxyethyl)-3,5-bis(octadecyloxy)benzamide 在 三氟甲磺酸三甲基硅酯 、 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 26.0h， 生成 N-[O-(α-D-mannopyranosyl)oxyethyl]-3,5-bis(octadecyloxy)benzamide
  参考文献：
  名称：

  Facile synthesis of stable lipid analogues possessing a range of alkyl groups: application to artificial glycolipids

  摘要：

  Efficient preparation of lipid analogues is described in which various long alkoxy chains and 2-hydroxyethyl group were covalently linked with benzoic acid derivatives. An a-mannopyranosyl group was stereoselectively introduced by the conventional imidate method into the terminal hydroxy group without any alternation of other moieties in a molecule. The resulting new glycoconjugates acted as models of natural glycolipids for protein-carbohydrate interactions. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00266-3
• 作为产物：
  描述：

  3,5-二羟基苯甲酸 在 sodium methylate 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 62.0h， 生成 N-(2-hydroxyethyl)-3,5-bis(octadecyloxy)benzamide
  参考文献：
  名称：

  Facile synthesis of stable lipid analogues possessing a range of alkyl groups: application to artificial glycolipids

  摘要：

  Efficient preparation of lipid analogues is described in which various long alkoxy chains and 2-hydroxyethyl group were covalently linked with benzoic acid derivatives. An a-mannopyranosyl group was stereoselectively introduced by the conventional imidate method into the terminal hydroxy group without any alternation of other moieties in a molecule. The resulting new glycoconjugates acted as models of natural glycolipids for protein-carbohydrate interactions. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00266-3

文献信息

• Facile synthesis of stable lipid analogues possessing a range of alkyl groups: application to artificial glycolipids
  作者：Yasuo Azefu、Hitoshi Tamiaki、Reiko Sato、Kazunori Toma

  DOI：10.1016/s0968-0896(02)00266-3

  日期：2002.12

  Efficient preparation of lipid analogues is described in which various long alkoxy chains and 2-hydroxyethyl group were covalently linked with benzoic acid derivatives. An a-mannopyranosyl group was stereoselectively introduced by the conventional imidate method into the terminal hydroxy group without any alternation of other moieties in a molecule. The resulting new glycoconjugates acted as models of natural glycolipids for protein-carbohydrate interactions. (C) 2002 Elsevier Science Ltd. All rights reserved.