Octadecanoic acid (S)-2-dodecanoyloxy-3-hydroxy-propyl ester | 106348-51-0

• 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: Octadecanoic acid (S)-2-dodecanoyloxy-3-hydroxy-propyl ester
• 英文别名: [(2S)-2-dodecanoyloxy-3-hydroxypropyl] octadecanoate
• CAS: 106348-51-0
• 化学式: C₃₃H₆₄O₅
• 分子量: 540.868
• InChiKey: HNXBFGYKBOUTRR-HKBQPEDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13
• 重原子数：
  38
• 可旋转键数：
  32
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  苄基N,N,N',N'-四异丙基亚磷酰二胺 、 Octadecanoic acid (S)-2-dodecanoyloxy-3-hydroxy-propyl ester 在 四氮唑 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到Octadecanoic acid (R)-3-(benzyloxy-diisopropylamino-phosphanyloxy)-2-dodecanoyloxy-propyl ester
  参考文献：
  名称：

  Phosphorylation of Unnatural Phosphatidylinositols with Phosphatidylinositol 3-Kinase

  摘要：

  Phosphatidylinositol analogs (PIC2PIC18) having a series of saturated fatty acid (C2-C18) at sn-2 position were synthesized and subjected to the phosphorylation reaction with phosphatidylinositol 3-kinase (PI 3-kinase). The reactivity of PIC8 with PI 3-kinase turned out to be comparable to that of natural PI, although PIC18 was not phosphorylated under the same condition. The chirality of sn-2 center was not responsible for the phosphorylation reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00161-7
• 作为产物：
  描述：

  1-O-stearoyl-3-O-benzyl-sn-glycerol 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 作用下， 以 吡啶 、 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 Octadecanoic acid (S)-2-dodecanoyloxy-3-hydroxy-propyl ester
  参考文献：
  名称：

  Phosphorylation of Unnatural Phosphatidylinositols with Phosphatidylinositol 3-Kinase

  摘要：

  Phosphatidylinositol analogs (PIC2PIC18) having a series of saturated fatty acid (C2-C18) at sn-2 position were synthesized and subjected to the phosphorylation reaction with phosphatidylinositol 3-kinase (PI 3-kinase). The reactivity of PIC8 with PI 3-kinase turned out to be comparable to that of natural PI, although PIC18 was not phosphorylated under the same condition. The chirality of sn-2 center was not responsible for the phosphorylation reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00161-7

文献信息

• [EN] INTERMEDIATE FOR PREPARING PHOSPHATIDYLETHANOLAMINE AND PREPARATION METHOD OF INTERMEDIATE<br/>[FR] INTERMÉDIAIRE POUR LA PRÉPARATION DE PHOSPHATIDYLÉTHANOLAMINE ET PROCÉDÉ DE PRÉPARATION D'INTERMÉDIAIRE<br/>[ZH] 一种用于制备磷脂酰乙醇胺的中间体及其制备方法
  申请人：[en]SHANGHAI BEST-LINK BIOSCIENCE, LLC;[zh]上海弼领生物技术有限公司

  公开号：WO2022253331A1

  公开（公告）日：2022-12-08

  本发明涉及一种用于制备磷脂酰乙醇胺的中间体及其制备方法。具体而言，本发明涉及一种如式(IV)所示的化合物，其中，Ar为取代或非取代的芳基；R1，R2分别独立地为C3-27直链或支链、饱和或不饱和烷基；R3，R4分别独立地为氢或C1-4烷基；Ra为胺基保护基；化合物的构型可以是R型、S型或外消旋型。本发明还特别涉及一种如式(IV)所示的化合物的制备方法，以及由式(IV)所示的化合物制备磷脂酰乙醇胺及其胺基聚乙二醇衍生物的制备方法，该方法具有反应条件温和，选择性高，易于纯化,合成成本低廉等优点，适于大规模生产。
• Phosphorylation of Unnatural Phosphatidylinositols with Phosphatidylinositol 3-Kinase
  作者：Naoko Morisaki、Koji Morita、Asuka Nishikawa、Noriyuki Nakatsu、Yasuhisa Fukui、Yuichi Hashimoto、Ryuichi Shirai

  DOI：10.1016/s0040-4020(00)00161-7

  日期：2000.4

  Phosphatidylinositol analogs (PIC2PIC18) having a series of saturated fatty acid (C2-C18) at sn-2 position were synthesized and subjected to the phosphorylation reaction with phosphatidylinositol 3-kinase (PI 3-kinase). The reactivity of PIC8 with PI 3-kinase turned out to be comparable to that of natural PI, although PIC18 was not phosphorylated under the same condition. The chirality of sn-2 center was not responsible for the phosphorylation reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.