Isobutyl 2,4-dimethoxy-6-methylbenzoate | 1276019-92-1

• 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: Isobutyl 2,4-dimethoxy-6-methylbenzoate
• 英文别名: 2-methylpropyl 2,4-dimethoxy-6-methylbenzoate
• CAS: 1276019-92-1
• 化学式: C₁₄H₂₀O₄
• 分子量: 252.31
• InChiKey: YUSDRUUAZAXKNC-UHFFFAOYSA-N

物化性质

• 沸点：
  358.0±37.0 °C(Predicted)
• 密度：
  1.044±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  Isobutyl 2,4-dimethoxy-6-methylbenzoate 在 盐酸 、 potassium hydroxide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 、 水 、 丙酮 为溶剂， 反应 15.17h， 生成 2-(7-hydroxyheptyl)-4,6-dimethoxybenzoic acid
  参考文献：
  名称：

  Synthesis, modification, and evaluation of (R)-de-O-methyllasiodiplodin and analogs as nonsteroidal antagonists of mineralocorticoid receptor

  摘要：

  Macrolide (R)-de-O-methyllasiodiplodin (1), discovered to be a potent nonsteroidal antagonist of the mineralocorticoid receptor (MR), was synthesized via an efficient method and evaluated for MR antagonistic activity together with its analogs. Among all the tested compounds, compounds 18a, 18b and 18c, exhibited more potent antagonistic activity against MR with IC50 values ranging from 0.58 to 1.11 mu M. Generally, it was obviously demonstrated that acetylation at phenolic hydroxyl groups and the ring size in analogs of 1 were very important for MR antagonist activity. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.101
• 作为产物：
  描述：

  2-溴-3,5-二甲氧基甲苯 、 氯甲酸异丁酯 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以89%的产率得到Isobutyl 2,4-dimethoxy-6-methylbenzoate
  参考文献：
  名称：

  Synthesis, modification, and evaluation of (R)-de-O-methyllasiodiplodin and analogs as nonsteroidal antagonists of mineralocorticoid receptor

  摘要：

  Macrolide (R)-de-O-methyllasiodiplodin (1), discovered to be a potent nonsteroidal antagonist of the mineralocorticoid receptor (MR), was synthesized via an efficient method and evaluated for MR antagonistic activity together with its analogs. Among all the tested compounds, compounds 18a, 18b and 18c, exhibited more potent antagonistic activity against MR with IC50 values ranging from 0.58 to 1.11 mu M. Generally, it was obviously demonstrated that acetylation at phenolic hydroxyl groups and the ring size in analogs of 1 were very important for MR antagonist activity. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.101

文献信息

• Efficient Total Synthesis of (<i>S</i>)-Dihydroresorcylide, a Bioactive Twelve-Membered Macrolide
  作者：Li Zhang、Wenquan Ma、Lili Xu、Fei Deng、Yuewei Guo

  DOI：10.1002/cjoc.201300016

  日期：2013.3

  The efficient synthesis of (S)‐dihydroresorcylide (1a) along with trans‐resorcylide dimethyl ether (2b), was achieved in linear 9 steps from commercially available orcinol monohydrate (6) with esterification, carbonylation, and ring‐closing metathesis (RCM) as the key steps in the synthetic sequence.

  （S）-二氢间苯二酚（1a）与反式-间苯二酚二甲醚（2b）的有效合成是通过线性9个步骤从市售的一升蓖麻酚一水合物（6）进行酯化，羰基化和闭环复分解（RCM）来完成的作为合成顺序中的关键步骤。