E-isogeranic acid | 364337-16-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: E-isogeranic acid
• 英文别名: (3E)-3,7-dimethyl-octa-3,6-dienoic acid；3,7-Dimethylocta-3,6-dienoic acid；(3E)-3,7-dimethylocta-3,6-dienoic acid
• CAS: 364337-16-6
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: LYZWBENYAKKYLM-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  E-isogeranic acid 在 4-二甲氨基吡啶 、 三甲基铝 、 四丁基高碘酸铵 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 氯仿 、 甲苯 为溶剂， 反应 19.08h， 生成 (4S,5E)-4-[(1S,2R)-2-p-methoxybenzyloxy-1-trimethylsilyloxy-but-3-enyl]-5,9-dimethyl-deca-1,5,8-trienone
  参考文献：
  名称：

  A New, Ring Closing Metathesis-Based Synthesis of (−)-Fumagillol

  摘要：

  [GRAPHICS]A new strategy to access the fumagillin/fumagillol skeleton is proposed. An Evans aldolization and a RCM involving an enone are used for the preparation of a key cyclohexanone intermediate, which was readily converted to fumagillol. The synthesis also features an efficient preparation of isogeraniol and isogeranic acid.

  DOI：

  10.1021/ol016343z
• 作为产物：
  描述：

  2,6-二甲基-2,5-辛二烯-8-醇 在 chromium(VI) oxide 、 硫酸 作用下， 以 水 、 丙酮 为溶剂， 反应 0.25h， 以35%的产率得到E-isogeranic acid
  参考文献：
  名称：

  A New, Ring Closing Metathesis-Based Synthesis of (−)-Fumagillol

  摘要：

  [GRAPHICS]A new strategy to access the fumagillin/fumagillol skeleton is proposed. An Evans aldolization and a RCM involving an enone are used for the preparation of a key cyclohexanone intermediate, which was readily converted to fumagillol. The synthesis also features an efficient preparation of isogeraniol and isogeranic acid.

  DOI：

  10.1021/ol016343z

文献信息

• PRODRUG COMPOSITIONS, PRODRUG NANOPARTICLES, AND METHODS OF USE THEREOF
  申请人：Washington University

  公开号：US20160279060A1

  公开（公告）日：2016-09-29

  The present invention encompasses prodrug compositions, nanoparticles comprising one or more prodrugs, and methods of use thereof.

  本发明涵盖了前药组合物、包含一种或多种前药的纳米粒子，以及其使用方法。
• US9498439B2
  申请人：——

  公开号：US9498439B2

  公开（公告）日：2016-11-22
• [EN] PRODRUG COMPOSITIONS, PRODRUG NANOPARTICLES, AND METHODS OF USE THEREOF<br/>[FR] COMPOSITIONS DE PROMÉDICAMENT, NANOPARTICULES DE PROMÉDICAMENT, ET PROCÉDÉS D'UTILISATION DE CELLES-CI
  申请人：UNIV WASHINGTON

  公开号：WO2011130674A1

  公开（公告）日：2011-10-20

  Nanoparticles comprising a prodrug and prodrugs linked to phospholipids, wherein the linkages facilitate release of the prodrugs from the nanoparticles to sites within a target cell or cell membrane by fusion of the particle and the cell membrane are disclosed. Also disclosed are methods for producing and using the nanoparticles and their constituents.
• A New, Ring Closing Metathesis-Based Synthesis of (−)-Fumagillol
  作者：Jean-Guy Boiteau、Pierre Van de Weghe、Jacques Eustache

  DOI：10.1021/ol016343z

  日期：2001.8.1

  [GRAPHICS]A new strategy to access the fumagillin/fumagillol skeleton is proposed. An Evans aldolization and a RCM involving an enone are used for the preparation of a key cyclohexanone intermediate, which was readily converted to fumagillol. The synthesis also features an efficient preparation of isogeraniol and isogeranic acid.