2-Allyl-3-(2,5-dimethoxy-4-methyl-phenyl)-3-methyl-pent-4-enoic acid ethyl ester | 864934-97-4

• 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: 2-Allyl-3-(2,5-dimethoxy-4-methyl-phenyl)-3-methyl-pent-4-enoic acid ethyl ester
• 英文别名: Ethyl 3-(2,5-dimethoxy-4-methylphenyl)-3-methyl-2-prop-2-enylpent-4-enoate
• CAS: 864934-97-4
• 化学式: C₂₀H₂₈O₄
• 分子量: 332.44
• InChiKey: ZRBDJASKBGHULF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Allyl-3-(2,5-dimethoxy-4-methyl-phenyl)-3-methyl-pent-4-enoic acid ethyl ester 在 六甲基磷酰三胺 、 氢氧化钾 、 lithium aluminium tetrahydride 、 Grubbs catalyst first generation 、 ammonium cerium(IV) nitrate 、 dimethyl sulfide borane 、 silica gel 、 一水合肼 、 pyridinium chlorochromate 、 lithium diisopropyl amide 、 二乙二醇 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 38.5h， 生成 (+/-)-lagopodin A
  参考文献：
  名称：

  The first total synthesis of (±)-lagopodin A

  摘要：

  The first total synthesis of (+/-)-lagopodin A and a formal total synthesis of enokipodins A and B is described. The requisite precursors containing two vicinal quaternary carbon atoms were assembled employing Claisen rearrangement and an RCM reaction as key steps starting from 2,5-dimethoxy-4-methylacetophenone. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.12.071
• 作为产物：
  描述：

  1-(2,5-二甲氧基-4-甲基苯基)乙酮 在 lithium aluminium tetrahydride 、 sodium hydride 、 丙酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 65.0h， 生成 2-Allyl-3-(2,5-dimethoxy-4-methyl-phenyl)-3-methyl-pent-4-enoic acid ethyl ester
  参考文献：
  名称：

  The first total synthesis of (±)-lagopodin A

  摘要：

  The first total synthesis of (+/-)-lagopodin A and a formal total synthesis of enokipodins A and B is described. The requisite precursors containing two vicinal quaternary carbon atoms were assembled employing Claisen rearrangement and an RCM reaction as key steps starting from 2,5-dimethoxy-4-methylacetophenone. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.12.071

文献信息

• Total synthesis of HM-1 and HM-2, aromatic sesquiterpenes isolated from the phytopathogenic fungus Helicobasidium mompa. Structure revision of HM-2
  作者：A. Srikrishna、P.C. Ravikumar

  DOI：10.1016/j.tetlet.2005.06.156

  日期：2005.9

  The structure assigned to the sesquiterpene HM-2 was found to be incorrect by total synthesis. A ring-closing metathesis based strategy was developed for the total synthesis of the aromatic sesquiterpene HM-1, which on functional group transformation established the structure of HM-2 as 23, a cuparene derivative.

  通过全合成发现分配给倍半萜HM-2的结构不正确。提出了一种基于闭环复分解的策略来全合成芳基倍半萜烯HM-1，该基团在官能团转化后建立了HM-2的结构，即23为铜烯衍生物。
• The first total synthesis of (±)-lagopodin A
  作者：A. Srikrishna、B. Vasantha Lakshmi、P.C. Ravikumar

  DOI：10.1016/j.tetlet.2005.12.071

  日期：2006.2

  The first total synthesis of (+/-)-lagopodin A and a formal total synthesis of enokipodins A and B is described. The requisite precursors containing two vicinal quaternary carbon atoms were assembled employing Claisen rearrangement and an RCM reaction as key steps starting from 2,5-dimethoxy-4-methylacetophenone. (c) 2006 Elsevier Ltd. All rights reserved.