Ethyl (2S,6S,E)-7-((S)-4-benzyl-2-oxooxazolidin-3-yl)-2,4,6-trimethyl-7-oxohept-4-enoate | 943858-30-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Ethyl (2S,6S,E)-7-((S)-4-benzyl-2-oxooxazolidin-3-yl)-2,4,6-trimethyl-7-oxohept-4-enoate
• 英文别名: ethyl (E,2S,6S)-7-[(4S)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-2,4,6-trimethyl-7-oxohept-4-enoate
• CAS: 943858-30-8
• 化学式: C₂₂H₂₉NO₅
• 分子量: 387.476
• InChiKey: OVWJYOBMBWWFHX-IIHUOHCDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (4S)-3-[(2S,3S)-3-Hydroxy-2,4-dimethyl-1-oxo-4-penten-1-yl]-4-(phenylmethyl)-2-oxazolidinone 、 原丙酸三乙酯 生成 Ethyl (2S,6S,E)-7-((S)-4-benzyl-2-oxooxazolidin-3-yl)-2,4,6-trimethyl-7-oxohept-4-enoate 、
  参考文献：
  名称：

  Synthesis and biological evaluation of new jasplakinolide (jaspamide) analogs

  摘要：

  Synthesis and biological evaluation of jasplakinolide analogs are described. The synthesis of analogs utilized a diastereoselective syn-aldol reaction and an orthoester Claisen rearrangement as key steps. All synthetic analogs were evaluated for their ability to disrupt the actin cytoskeleton. Compounds 2, 3, and 4 essentially displayed similar activity to jasplakinolide. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.023

文献信息

• Synthesis and biological evaluation of new jasplakinolide (jaspamide) analogs
  作者：Arun K. Ghosh、Zachary L. Dawson、Deuk Kyu Moon、Ruoli Bai、Ernest Hamel

  DOI：10.1016/j.bmcl.2010.07.023

  日期：2010.9

  Synthesis and biological evaluation of jasplakinolide analogs are described. The synthesis of analogs utilized a diastereoselective syn-aldol reaction and an orthoester Claisen rearrangement as key steps. All synthetic analogs were evaluated for their ability to disrupt the actin cytoskeleton. Compounds 2, 3, and 4 essentially displayed similar activity to jasplakinolide. (C) 2010 Elsevier Ltd. All rights reserved.