ethyl 1,3-cyclohexadiene-1-carboxylate | 3725-40-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 1,3-cyclohexadiene-1-carboxylate
• 英文别名: cyclohexa-1,3-dienecarboxylic acid ethyl ester；Ethyl Cyclohexa-1,3-diene-1-carboxylate
• CAS: 3725-40-4
• 化学式: C₉H₁₂O₂
• 分子量: 152.193
• InChiKey: CWXMXSNBCWFLOY-UHFFFAOYSA-N

物化性质

• 沸点：
  90-92 °C(Press: 11 Torr)
• 密度：
  1.048±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 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 1,3-cyclohexadiene-1-carboxylate 在 potassium hydroxide 作用下， 生成 环己-1,3-二烯-1-羧酸
  参考文献：
  名称：

  Effect of the cross-linker on the general performance and temperature dependent behaviour of a molecularly imprinted polymer catalyst of a Diels–Alder reaction

  摘要：

  Here we present a series of molecularly imprinted polymers capable of catalysing the Diels-Alder reaction between benzyl 1,3-butadienylcarbamate (1) and N,N-dimethyl acrylamide (2). The polymer systems studied here demonstrated an unusual cross-linker and temperature dependent behaviour, namely that polymer catalysis of the Diels-Alder reaction was lower at elevated temperature, in contrast to the solution reaction. Furthermore, not only was the catalytic activity significantly influenced by the choice of cross-linker, but in a similar fashion also the extent of the temperature effect, indicating a close relationship between catalysis and the observed inhibition. Molecular dynamics simulations of both the polymer systems studied were used to provide insight into the molecular background of transition state stabilisation, and differences in properties of the systems based on different cross-linkers. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2011.06.006
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 ethyl 1,3-cyclohexadiene-1-carboxylate
  参考文献：
  名称：

  1-取代的双环-[2,2,2]-辛烷的合成与反应。双环[2,2,2]辛烷系列的研究，第2部分

  摘要：

  桥头取代的双环[2,2,2]-辛烷Ia，b，c，d和f的合成方法已得到改进和改进。

  DOI：

  10.1002/hlca.19580410504

文献信息

• Catalytic (3+2) Palladium‐Aminoallyl Cycloaddition with Conjugated Dienes
  作者：Barry M. Trost、Zhongxing Huang

  DOI：10.1002/anie.201900693

  日期：2019.5.6

  application of tailored aminoallyl precursors for catalytic (3+2) cycloaddition with conjugated dienes via a Pd‐aminoallyl intermediate. The new cycloaddition reactions override the conventional (4+3) selectivity of aminoallyl cation cycloaddition through a sequence of Pd‐allyl transfer and ring closure. A variety of highly substituted or fused pyrrolidine rings were synthesized using the cycloaddition, and can

  我们描述了通过Pd-氨基烯丙基中间体与共轭二烯催化（3 + 2）环加成反应的量身定制的氨基烯丙基前体的设计和应用。通过一系列Pd-烯丙基转移和闭环反应，新的环加成反应超越了常规的（4 + 3）氨基烯丙基阳离子环加成反应。使用环加成反应可合成出各种高度取代或稠合的吡咯烷环，并可以用不同的钯催化剂进一步将[1,3] N-C重排为五元碳环。由双环吡咯烷产物制备各种衍生物也证明了（3 + 2）环加成的效用。
• Quinolone-and naphthyridonecarboxylic acid derivatives
  申请人：Bayer Aktiengesellschaft

  公开号：US05605910A1

  公开（公告）日：1997-02-25

  The invention relates to new quinolone- and naphthyridonecarboxylic acid derivatives which are substituted in the 7-position by a tricyclic amine radical, their salts, processes for their preparation and antibacterial compositions comprising these compounds.

  该发明涉及一种新的喹诺酮和萘喹啉酮羧酸衍生物，其在7位被三环胺基取代，以及它们的盐、制备方法和包括这些化合物的抗菌组合物。
• Carbon chain shape selectivity by the mouse olfactory receptor OR-I7
  作者：Min Ting Liu、Jianghai Ho、Jason Karl Liu、Radhanath Purakait、Uriel N. Morzan、Lucky Ahmed、Victor S. Batista、Hiroaki Matsunami、Kevin Ryan

  DOI：10.1039/c8ob00205c

  日期：——

  cells show that in the context of short aldehyde antagonists, OR-I7 prefers binding aliphatic chains without branches, though a single methyl on carbon-3 is permitted. The receptor can accommodate a surprisingly large number of carbons (e.g. ten in adamantyl) as long as the carbons are part of a conformationally constrained ring system. A rhodopsin-based homology model of mouse OR-I7 docked with the new

  啮齿动物OR-I7是被脂族醛例如辛烷醛活化的嗅觉受体的例子。短于庚烷的正常链烷烃结合OR-1而不激活它，因此在体外起拮抗剂作用。我们报告了一系列醛，这些醛旨在探测对于太短的脂肪族配体链的结构要求，以致不能满足受体激活的最小约6.9Å长度的要求。使用异源细胞中表达的重组小鼠OR-I7进行的实验表明，在短醛拮抗剂的情况下，OR-I7更喜欢结合无分支的脂肪链，尽管允许碳3上有一个甲基。受体可以容纳出乎意料的大量碳（例如只要碳是构象约束环系统的一部分，则碳原子数为10）。与新拮抗剂对接的基于视紫红质的小鼠OR-I7同源模型表明，烷基链上的小烷基分支在空间上干扰结合位点上的疏水残基，但是当将碳原子绑回到紧凑的环系统中时，可以容纳分支碳原子像金刚烷基和双环[2.2.2]辛基系统。
• An iron carbonyl approach to the influenza neuraminidase inhibitor oseltamivir
  作者：Karen M. Bromfield、Henrik Gradén、Daniel P. Hagberg、Thomas Olsson、Nina Kann

  DOI：10.1039/b703295a

  日期：——

  A novel synthetic route towards oseltamivir, an influenza neuraminidase inhibitor, has been achieved employing a cationic iron carbonyl complex, providing an alternate pathway with the potential to access diverse analogues.

  一种新的合成路线已成功实现，用于制备奥司他韦（一种流感神经氨酸酶抑制剂），该路线采用了阳离子铁碳基复合物，提供了一条可访问多样化类似物的替代途径。
• Cyclobutyl neighboring group effect on the stability of bicyclo-[2.2.2]octyl bridgehead carbenium ions
  作者：Ihsan Erden、Armin de Meijere

  DOI：10.1016/s0040-4039(00)77439-9

  日期：1980.1

  Solvolysis of the novel bridgehead cyclobutyl methyl chloride proceeds without skeletal rearrangement. Its relative rate is the first unequivocal proof for a small, but significant ability of the cyclobutyl group to stabilize an adjacent positively charged center.

  新型桥头环丁基甲基氯的溶剂分解过程无需进行骨架重排。它的相对比率是第一个明确的证据，表明环丁基具有很小但很强的稳定相邻带正电中心的能力。