3,5-di-t-butylcinnamic acid | 180969-07-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3,5-di-t-butylcinnamic acid
• 英文别名: 3-(3,5-ditert-butylphenyl)prop-2-enoic acid
• CAS: 180969-07-7
• 化学式: C₁₇H₂₄O₂
• 分子量: 260.376
• InChiKey: NFWMBTZSQMQLFN-UHFFFAOYSA-N

物化性质

• 沸点：
  356.0±11.0 °C(Predicted)
• 密度：
  1.007±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,5-di-t-butylcinnamic acid 在 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 为溶剂， 生成 3,5-二叔丁基苯丙酸
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of novel diarylalkyl amides as TRPV1 antagonists

  摘要：

  We have developed a new class of diarylalkyl amides as novel TRPV1 antagonists. They exhibited potent Ca-45(2+) uptake inhibitions in rat DRG neuron. In particular, the amide 59 was identified as a potent antagonist with IC50 of 57 nM. The synthesis and structure-activity relationship of the diarylalkyl amides are also described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.04.010
• 作为产物：
  描述：

  丙二酸 、 3,5-双(叔丁基)苯甲醛 在 哌啶 、 吡啶 作用下， 反应 6.0h， 生成 3,5-di-t-butylcinnamic acid
  参考文献：
  名称：

  钯（II）催化的肉桂酸对肉桂酸的环氧化[2 + 2 +1]环化反应：获得多取代的五叶烯。

  摘要：

  已开发出前所未有的钯（II）催化的肉桂酸与炔烃的氧化脱羧[2 + 2 +1]环合反应，用于合成多取代的五烯酮。Ag 2 CO 3和DMSO对反应至关重要。该协议的特点是容易获得的起始原料，广泛的底物范围以及中等至极好的产率。而且，可以通过氧化，还原和Scholl型反应从五烯丙基戊烯的后期转化中容易地获得各种重要的构架。

  DOI：

  10.1021/acs.orglett.0c01955

文献信息

• PROCESS FOR PRODUCTION OF PHENOLIC POLYMERIZABLE COMPOUND HAVING PHYSIOLOGICAL ACTIVITY
  申请人：Kishi Akinobu

  公开号：US20130310611A1

  公开（公告）日：2013-11-21

  A process for producing a phenolic polymerizable compound represented by formula (1) or (2); wherein X 1 -X 9 independently represent a hydrogen atom, a hydroxy group, a saturated or unsaturated linear or branched alkoxy group having 1-10 carbon atoms, or a saturated or unsaturated linear or branched alkyl group having 1-10 carbon atoms; Y represents a hydrogen atom, a hydroxy group, a saturated or unsaturated linear or branched alkoxy group having 1-10 carbon atoms, a saturated or unsaturated linear or branched alkyl group having 1-10 carbon atoms, or a group represented by formula (6); and Z represents a hydrogen atom or a group represented by formula (3), which is characterized by heating a 4-hydroxycinnamic acid compound in the presence of a metal salt.

  一种制备式（1）或式（2）所表示的酚类可聚合化合物的方法；其中X1-X9独立地表示氢原子、羟基、具有1-10个碳原子的饱和或不饱和线性或支链烷氧基团或具有1-10个碳原子的饱和或不饱和线性或支链烷基团；Y表示氢原子、羟基、具有1-10个碳原子的饱和或不饱和线性或支链烷氧基团、具有1-10个碳原子的饱和或不饱和线性或支链烷基团或式（6）所表示的基团；Z表示氢原子或式（3）所表示的基团；其特征在于在金属盐存在下加热4-羟基肉桂酸化合物。
• Design, synthesis, and biological evaluation of novel diarylalkyl amides as TRPV1 antagonists
  作者：Fu-Nan Li、Nam-Jung Kim、Seung-Mann Paek、Do-Yeon Kwon、Kyung Hoon Min、Yeon-Su Jeong、Sun-Young Kim、Young-Ho Park、Hee-Doo Kim、Hyeung-Geun Park、Young-Ger Suh

  DOI：10.1016/j.bmc.2009.04.010

  日期：2009.5

  We have developed a new class of diarylalkyl amides as novel TRPV1 antagonists. They exhibited potent Ca-45(2+) uptake inhibitions in rat DRG neuron. In particular, the amide 59 was identified as a potent antagonist with IC50 of 57 nM. The synthesis and structure-activity relationship of the diarylalkyl amides are also described. (C) 2009 Elsevier Ltd. All rights reserved.
• Palladium(II)-Catalyzed Oxidative Decarboxylative [2 + 2 + 1] Annulation of Cinnamic Acids with Alkynes: Access to Polysubstituted Pentafulvenes
  作者：Shiyong Peng、Nuan Chen、Hong Zhang、Min He、Hongguang Li、Ming Lang、Jian Wang

  DOI：10.1021/acs.orglett.0c01955

  日期：2020.7.17

  An unprecedented palladium(II)-catalyzed oxidative decarboxylative [2 + 2 + 1] annulation of cinnamic acids with alkynes has been developed for the synthesis of polysubstituted pentafulvenes. Ag2CO3 and DMSO are essential for the reaction. This protocol features readily available starting materials, a wide substrate scope, and moderate to excellent yields. Moreover, various significant frameworks can

  已开发出前所未有的钯（II）催化的肉桂酸与炔烃的氧化脱羧[2 + 2 +1]环合反应，用于合成多取代的五烯酮。Ag 2 CO 3和DMSO对反应至关重要。该协议的特点是容易获得的起始原料，广泛的底物范围以及中等至极好的产率。而且，可以通过氧化，还原和Scholl型反应从五烯丙基戊烯的后期转化中容易地获得各种重要的构架。