[(2R)-3-[(2-chlorophenoxy)-[3-[(2-chlorophenoxy)-[(2R)-2,3-di(tetradecanoyloxy)propoxy]phosphoryl]oxy-2-phenylmethoxypropoxy]phosphoryl]oxy-2-tetradecanoyloxypropyl] tetradecanoate | 628722-33-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油磷脂
• 英文名称: [(2R)-3-[(2-chlorophenoxy)-[3-[(2-chlorophenoxy)-[(2R)-2,3-di(tetradecanoyloxy)propoxy]phosphoryl]oxy-2-phenylmethoxypropoxy]phosphoryl]oxy-2-tetradecanoyloxypropyl] tetradecanoate
• CAS: 628722-33-8
• 化学式: C₈₄H₁₃₈Cl₂O₁₇P₂
• 分子量: 1552.86
• InChiKey: YLLYNXUOKCVLPZ-YINDERRMSA-N

物化性质

• 沸点：
  1145.8±65.0 °C(Predicted)
• 密度：
  1.082±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  29.8
• 重原子数：
  105
• 可旋转键数：
  77
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  204
• 氢给体数：
  0
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  [(2R)-3-[(2-chlorophenoxy)-[3-[(2-chlorophenoxy)-[(2R)-2,3-di(tetradecanoyloxy)propoxy]phosphoryl]oxy-2-phenylmethoxypropoxy]phosphoryl]oxy-2-tetradecanoyloxypropyl] tetradecanoate 在 四甲基胍 、 2-硝基苯甲醛肟 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以87%的产率得到1,3-bis[(1,2-di-O-myristoyl-sn-glycero-3)-phosphoryl]-2-O-benzylglycerol diammonium salt
  参考文献：
  名称：

  A new convenient method for the synthesis of cardiolipin

  摘要：

  A novel dichlorophosphate coupling method is developed for the synthesis of the title compound. O-Chlorophenyl dichlorophosphate can be used as a mild phosphorylating reagent to effectively couple with optically active 1,2-O-diacyl-sn-glycerol and 2-O-protected glycerol to assemble cardiolipin bearing different fatty acid chains. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.07.084
• 作为产物：
  描述：

  2-苄氧基-1,3-丙二醇 、 以 二氯甲烷 为溶剂， 反应 6.0h， 以72%的产率得到[(2R)-3-[(2-chlorophenoxy)-[3-[(2-chlorophenoxy)-[(2R)-2,3-di(tetradecanoyloxy)propoxy]phosphoryl]oxy-2-phenylmethoxypropoxy]phosphoryl]oxy-2-tetradecanoyloxypropyl] tetradecanoate
  参考文献：
  名称：

  A new convenient method for the synthesis of cardiolipin

  摘要：

  A novel dichlorophosphate coupling method is developed for the synthesis of the title compound. O-Chlorophenyl dichlorophosphate can be used as a mild phosphorylating reagent to effectively couple with optically active 1,2-O-diacyl-sn-glycerol and 2-O-protected glycerol to assemble cardiolipin bearing different fatty acid chains. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.07.084

文献信息

• [EN] CARDIOLIPIN COMPOSITIONS, METHODS OF PREPARATION AND USE<br/>[FR] COMPOSITIONS DE CARDIOLIPINE, LEURS PROCEDES DE PREPARATION ET D'UTILISATION
  申请人：——

  公开号：WO2003099830A3

  公开（公告）日：2004-04-01
• A new convenient method for the synthesis of cardiolipin
  作者：Zhen Lin、Moghis U. Ahmad、Shoukath M. Ali、Imran Ahmad

  DOI：10.1016/j.tetlet.2004.07.084

  日期：2004.9

  A novel dichlorophosphate coupling method is developed for the synthesis of the title compound. O-Chlorophenyl dichlorophosphate can be used as a mild phosphorylating reagent to effectively couple with optically active 1,2-O-diacyl-sn-glycerol and 2-O-protected glycerol to assemble cardiolipin bearing different fatty acid chains. (C) 2004 Elsevier Ltd. All rights reserved.