[3-[(Z,12R)-12-hydroxyoctadec-9-enoyl]oxy-2-(methoxymethoxy)propyl] (Z,12R)-12-hydroxyoctadec-9-enoate | 944389-74-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: [3-[(Z,12R)-12-hydroxyoctadec-9-enoyl]oxy-2-(methoxymethoxy)propyl] (Z,12R)-12-hydroxyoctadec-9-enoate
• CAS: 944389-74-6
• 化学式: C₄₁H₇₆O₈
• 分子量: 697.05
• InChiKey: GJGGRHGFIDWNOU-PXRPJQTMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.8
• 重原子数：
  49
• 可旋转键数：
  39
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [3-[(Z,12R)-12-hydroxyoctadec-9-enoyl]oxy-2-(methoxymethoxy)propyl] (Z,12R)-12-hydroxyoctadec-9-enoate 在 4-二甲氨基吡啶 、 PS lipase 作用下， 以 四氢呋喃 、 phosphate buffer 、 二氯甲烷 为溶剂， 反应 0.42h， 生成 C₄₂H₆₄O₈
  参考文献：
  名称：

  Stereodivergent synthesis of both (2S)- and (2R)-1-monoricinolein derivatives by lipase-catalyzed hydrolysis or transesterification directed to new ferroelectric liquid crystals

  摘要：

  The preparation of both (2S)- and (2R)-1-monoricinolein derivatives has been developed to synthesize ferroelectric liquid crystals. Lipase-catalyzed hydrolysis of 2-protected-1,3-diricinoleins provided (2S)-1-monoricinolein derivatives with high diastereoselectivities, while transesterification of 2-protected glycerols with vinyl recinoleate gave (2R)-1-monoricinolein counterparts in good yields with high diastereoselectivities. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.04.009
• 作为产物：
  描述：

  蓖麻油酸 、 2-(methoxymethoxy)propane-1,3-diol 生成 [3-[(Z,12R)-12-hydroxyoctadec-9-enoyl]oxy-2-(methoxymethoxy)propyl] (Z,12R)-12-hydroxyoctadec-9-enoate
  参考文献：
  名称：

  Stereodivergent synthesis of both (2S)- and (2R)-1-monoricinolein derivatives by lipase-catalyzed hydrolysis or transesterification directed to new ferroelectric liquid crystals

  摘要：

  The preparation of both (2S)- and (2R)-1-monoricinolein derivatives has been developed to synthesize ferroelectric liquid crystals. Lipase-catalyzed hydrolysis of 2-protected-1,3-diricinoleins provided (2S)-1-monoricinolein derivatives with high diastereoselectivities, while transesterification of 2-protected glycerols with vinyl recinoleate gave (2R)-1-monoricinolein counterparts in good yields with high diastereoselectivities. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.04.009

文献信息

• Stereodivergent synthesis of both (2S)- and (2R)-1-monoricinolein derivatives by lipase-catalyzed hydrolysis or transesterification directed to new ferroelectric liquid crystals
  作者：Iwao Hachiya、Yoshihumi Sugiura、Hiromasa Araki、Osamu Inaoka、Makoto Shimizu、Masatsugu Akita、Takashi Hamaguchi

  DOI：10.1016/j.tetasy.2007.04.009

  日期：2007.5

  The preparation of both (2S)- and (2R)-1-monoricinolein derivatives has been developed to synthesize ferroelectric liquid crystals. Lipase-catalyzed hydrolysis of 2-protected-1,3-diricinoleins provided (2S)-1-monoricinolein derivatives with high diastereoselectivities, while transesterification of 2-protected glycerols with vinyl recinoleate gave (2R)-1-monoricinolein counterparts in good yields with high diastereoselectivities. (c) 2007 Elsevier Ltd. All rights reserved.