(E)-2-acetyl-6-methoxy-4-(prop-1-enyl)phenol | 1440161-58-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-2-acetyl-6-methoxy-4-(prop-1-enyl)phenol
• 英文别名: 1-[2-hydroxy-3-methoxy-5-[(E)-prop-1-enyl]phenyl]ethanone
• CAS: 1440161-58-9
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: QYXQLUHJDINRRQ-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-2-acetyl-6-methoxy-4-(prop-1-enyl)phenol 在 potassium carbonate 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 27.17h， 生成 N'-(1-(2-((3,4-dimethoxybenzyl)oxy)-3-methoxy-5-((E)-prop-1-en-1-yl)phenyl)ethylidene)-4-methylbenzenesulfonohydrazide
  参考文献：
  名称：

  Rh(II)-catalyzed enantioselective synthesis of acuminatin through a C–H insertion reaction of a non-stabilized carbenoid

  摘要：

  An efficient and practical asymmetric synthesis of the 2,3-dihydrobenzo[b]furan neolignan acuminatin was achieved by using trans-isoeugenol as the starting material. The key step is an intramolecular C-H insertion through a non-stabilized carbenoid, prepared by decomposition of a tosylhydrazone in the presence of an anthracenyl-derived cinchonidine quaternary ammonium salt as a chiral phase-transfer catalyst. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.086
• 作为产物：
  描述：

  (E)-2-甲氧基-4-(1-丙烯基苯酚) 在 吡啶 、 四甲基乙二胺 、 戴斯-马丁氧化剂 、 magnesium 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 二氯甲烷 为溶剂， 反应 34.08h， 生成 (E)-2-acetyl-6-methoxy-4-(prop-1-enyl)phenol
  参考文献：
  名称：

  Rh(II)-catalyzed enantioselective synthesis of acuminatin through a C–H insertion reaction of a non-stabilized carbenoid

  摘要：

  An efficient and practical asymmetric synthesis of the 2,3-dihydrobenzo[b]furan neolignan acuminatin was achieved by using trans-isoeugenol as the starting material. The key step is an intramolecular C-H insertion through a non-stabilized carbenoid, prepared by decomposition of a tosylhydrazone in the presence of an anthracenyl-derived cinchonidine quaternary ammonium salt as a chiral phase-transfer catalyst. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.086

文献信息

• Rh(II)-catalyzed enantioselective synthesis of acuminatin through a C–H insertion reaction of a non-stabilized carbenoid
  作者：Cristóbal López-Sánchez、Míriam Álvarez-Corral、Leticia Jiménez-González、Manuel Muñoz-Dorado、Ignacio Rodríguez-García

  DOI：10.1016/j.tet.2013.04.086

  日期：2013.7

  An efficient and practical asymmetric synthesis of the 2,3-dihydrobenzo[b]furan neolignan acuminatin was achieved by using trans-isoeugenol as the starting material. The key step is an intramolecular C-H insertion through a non-stabilized carbenoid, prepared by decomposition of a tosylhydrazone in the presence of an anthracenyl-derived cinchonidine quaternary ammonium salt as a chiral phase-transfer catalyst. (C) 2013 Elsevier Ltd. All rights reserved.