ethyl (2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohexen-1-yl)ethenyl]phenyl]penta-2,4-dienoate | 181303-44-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl (2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohexen-1-yl)ethenyl]phenyl]penta-2,4-dienoate
• CAS: 181303-44-6
• 化学式: C₂₅H₃₂O₂
• 分子量: 364.528
• InChiKey: QGSNIVFFLYYRKY-SMGHMUOVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl (2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohexen-1-yl)ethenyl]phenyl]penta-2,4-dienoate 在 氢氧化钾 作用下， 生成 (E,E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]phenyl]penta-2,4-dienoic acid
  参考文献：
  名称：

  Stereoselective synthesis and receptor activity of conformationally defined retinoid X receptor selective ligands

  摘要：

  Retinoid X Receptor (RXR) specific ligands are currently being investigated for the treatment of metabolic diseases such as type II diabetes. We report the synthesis of conformationally locked retinoids, which are potent RXR selective ligands, and the attempted synthesis of 9-cyclopropyl locked analogs of RA and 9-cis RA. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00048-7
• 作为产物：
  描述：

  2-[(E)-2-(2,6,6-Trimethyl-cyclohex-1-enyl)-vinyl]-benzoic acid ethyl ester 在 二异丁基氢化铝 、 lithium diisopropyl amide 作用下， 生成 ethyl (2E,4E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohexen-1-yl)ethenyl]phenyl]penta-2,4-dienoate
  参考文献：
  名称：

  Stereoselective synthesis and receptor activity of conformationally defined retinoid X receptor selective ligands

  摘要：

  Retinoid X Receptor (RXR) specific ligands are currently being investigated for the treatment of metabolic diseases such as type II diabetes. We report the synthesis of conformationally locked retinoids, which are potent RXR selective ligands, and the attempted synthesis of 9-cyclopropyl locked analogs of RA and 9-cis RA. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00048-7

文献信息

• US7655699B1
  申请人：——

  公开号：US7655699B1

  公开（公告）日：2010-02-02
• Stereoselective synthesis and receptor activity of conformationally defined retinoid X receptor selective ligands
  作者：Vidyasagar Vuligonda、Michael E. Garst、Roshantha A.S. Chandraratna

  DOI：10.1016/s0960-894x(99)00048-7

  日期：1999.2

  Retinoid X Receptor (RXR) specific ligands are currently being investigated for the treatment of metabolic diseases such as type II diabetes. We report the synthesis of conformationally locked retinoids, which are potent RXR selective ligands, and the attempted synthesis of 9-cyclopropyl locked analogs of RA and 9-cis RA. (C) 1999 Elsevier Science Ltd. All rights reserved.