2-hydroxyethyl 3,5-bis(octadecyloxy)benzyl ether | 503306-43-2

• 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: 2-hydroxyethyl 3,5-bis(octadecyloxy)benzyl ether
• 英文别名: 2-[(3,5-dioctadecoxyphenyl)methoxy]ethanol
• CAS: 503306-43-2
• 化学式: C₄₅H₈₄O₄
• 分子量: 689.16
• InChiKey: RRHPSHHSDFDMSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.48
• 重原子数：
  49.0
• 可旋转键数：
  40.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  47.92
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-hydroxyethyl 3,5-bis(octadecyloxy)benzyl ether 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 15.0h， 生成 N-[O-(α-D-mannopyranosyl)oxyethyl] 3,5-bis(octadecyloxy)benzyl ether
  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：

  硬脂基溴 在 lithium aluminium tetrahydride 、 四溴化碳 、 sodium methylate 、 sodium hydride 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 129.0h， 生成 2-hydroxyethyl 3,5-bis(octadecyloxy)benzyl ether
  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