2-oxo-1-(3-oxo-1-phenyl-butyl)-cyclopentanecarboxylic acid ethyl ester | 838821-95-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-oxo-1-(3-oxo-1-phenyl-butyl)-cyclopentanecarboxylic acid ethyl ester
• 英文别名: 2-Oxo-1-(3-oxo-1-phenyl-butyl)-cyclopentancarbonsaeure-aethylester；Ethyl 2-oxo-1-(3-oxo-1-phenylbutyl)cyclopentane-1-carboxylate；ethyl 2-oxo-1-(3-oxo-1-phenylbutyl)cyclopentane-1-carboxylate
• CAS: 838821-95-7
• 化学式: C₁₈H₂₂O₄
• 分子量: 302.37
• InChiKey: KPWNRTNYSOLQOE-UHFFFAOYSA-N

物化性质

• 沸点：
  420.0±35.0 °C(Predicted)
• 密度：
  1.147±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-oxo-1-(3-oxo-1-phenyl-butyl)-cyclopentanecarboxylic acid ethyl ester 、 alkaline earth salt of/the/ methylsulfuric acid 生成 2-(3-oxo-1-phenyl-butyl)-adipic acid-1-ethyl ester
  参考文献：
  名称：

  A bacterial sensor of plant cell contact controls the transcriptional induction of Ralstonia solanacearum pathogenicity genes

  摘要：

  The hrp genes of the plant pathogen Ralstonia solanacearum are key pathogenicity determinants; they encode a type III protein secretion machinery involved in the secretion of mediators of the bacterium-plant interaction. These hrp genes are under the genetic control of the hrpB regulatory gene, expression of which is induced when bacteria are co-cultivated with plant cell suspensions. In this study, we used hrp-gfp transcriptional fusions to demonstrate that the expression of the hrpB and type LII secretion genes is specifically induced in response to the bacterium-plant cell contact. This contact-dependent induction of hrpB gene expression requires the outer membrane protein PrhA, but not a functional type III secretion apparatus. Genetic evidence indicates that PrhA constitutes the first example of a bacterial receptor for a non-diffusible signal present in the plant cell wall and which triggers the transcriptional activation of bacterial virulence genes.

  DOI：

  10.1093/emboj/19.10.2304
• 作为产物：
  描述：

  2-氧代环戊羧酸乙酯 、 苄叉丙酮 在 hydroxyapatite-bound La 作用下， 反应 30.0h， 以40%的产率得到2-oxo-1-(3-oxo-1-phenyl-butyl)-cyclopentanecarboxylic acid ethyl ester
  参考文献：
  名称：

  Creation of monomeric La complexes on apatite surfaces and their application as heterogeneous catalysts for Michael reactions

  摘要：

  采用阳离子交换法，通过将化学计量的羟基磷灰石（HAP：Ca\({}_{10}\)(PO\({}_{4}\))\({}_{6}\)(OH)\({}_{2}\)）与La(OTf)\({}_{3}\)的水溶液处理，实现了La\({}^{3+}\)对Ca\({}^{2+}\)的等摩尔取代，得到了单体羟基磷灰石结合的镧配合物（LaHAP）。通过XRD、XPS、IR和La K边XAFS分析的物理化学表征证明，在其表面生成了单体La\({}^{3+}\)磷酸盐配合物。这种单体La\({}^{3+}\)物种作为高效的非均相催化剂，在水相或无溶剂条件下对1,3-二羰基化合物与烯酮的迈克尔加成反应具有催化作用。后处理过程简单，且催化剂可回收，无催化活性损失。此外，还研究了通过各种含手性有机配体的磷灰石催化剂的进一步应用，以实现不对称版本。在甲基1-氧茚-2-羧酸酯与甲基乙烯基酮的反应中，产物的对映选择性取决于手性配体、溶剂和稀土金属三氟甲磺酸盐前体（RE(OTf)\({}_{3}\)）。在优化的反应条件下，经过(R,R)-酒石酸（TA-LaFAP）修饰的单体氟磷灰石结合的镧配合物催化剂，能使迈克尔加成产物达到定量收率，最高对映体过量值达60%。

  DOI：

  10.1039/b512030f

文献信息

• Monomeric Metal Aqua Complexes in the Interlayer Space of Montmorillonites as Strong Lewis Acid Catalysts for Heterogeneous Carbon-Carbon Bond-Forming Reactions
  作者：Tomonori Kawabata、Masaki Kato、Tomoo Mizugaki、Kohki Ebitani、Kiyotomi Kaneda

  DOI：10.1002/chem.200400672

  日期：2005.1

  scandium catalysts (Cu(2+)- and Sc(3+)-monts) were easily prepared by treating Na(+)-mont with the aqueous solution of the copper nitrate and scandium triflate, respectively. The resulting Cu(2+)- and Sc(3+)-monts showed outstanding catalytic activities for a variety of carbon-carbon bond-forming reactions, such as the Michael reaction, the Sakurai-Hosomi allylation, and the Diels-Alder reaction, under

  蒙脱土包裹的铜和scan催化剂（Cu（2 +）-和Sc（3 +）-monts）可以通过分别用硝酸铜和三氟甲磺酸scan的水溶液处理Na（+）-mont来轻松制备。所得的Cu（2 +）-和Sc（3 +）-monts对各种碳-碳键形成反应（例如Michael反应，Sakurai-Hosomi烯丙基化和Diels-Alder反应）表现出出色的催化活性在无溶剂或水性条件下使用。蒙特催化剂的显着活性归因于能够稳定金属阳离子的带负电荷的硅酸盐层。此外，这些催化剂可重复使用，而活性和选择性没有任何明显的损失。Cu（2 +）-mont催化的Michael反应通过三元复合物进行，其中1和2
• Creation of monomeric La complexes on apatite surfaces and their application as heterogeneous catalysts for Michael reactions
  作者：Kohsuke Mori、Michitaka Oshiba、Takayoshi Hara、Tomoo Mizugaki、Kohki Ebitani、Kiyotomi Kaneda

  DOI：10.1039/b512030f

  日期：——

  Using a cation-exchange method, an equimolar substitution of La3+ for Ca2+ occurred by the treatment of stoichiometric hydroxyapatite (HAP: Ca10(PO4)6(OH)2) with an aqueous solution of La(OTf)3, affording a monomeric hydroxyapatite-bound La complex (LaHAP). Physicochemical characterization by means of XRD, XPS, IR, and La K-edge XAFS analyses proved that a monomeric La3+ phosphate complex was generated on its surface. Such monomeric La3+ species function as an efficient heterogeneous catalyst for the Michael reaction of 1,3-dicarbonyls with enones under aqueous or solvent-free conditions. The work-up procedure is straightforward and the spent catalyst could be recycled without any loss of the catalytic activity. Further application to an asymmetric version was also investigated using various apatite catalysts modified with chiral organic ligands. Enantioselectivity was found to depend on the chiral ligand, solvent, and rare earth metal triflate precursor (RE(OTf)3) for the reaction of methyl 1-oxoindan-2-carboxylate with methyl vinyl ketone. Under optimized reaction conditions, a monomeric fluoroapatite-bound La complex catalyst modified with (R,R)-tartaric acid (TA-LaFAP) provided the Michael adduct quantitatively in up to 60% ee.

  采用阳离子交换法，通过将化学计量的羟基磷灰石（HAP：Ca\(}_10}\)(PO\(}_4}\))\(}_6}\)(OH)\(}_2}\)）与La(OTf)\(}_3}\)的水溶液处理，实现了La\(}^3+}\)对Ca\(}^2+}\)的等摩尔取代，得到了单体羟基磷灰石结合的镧配合物（LaHAP）。通过XRD、XPS、IR和La K边XAFS分析的物理化学表征证明，在其表面生成了单体La\(}^3+}\)磷酸盐配合物。这种单体La\(}^3+}\)物种作为高效的非均相催化剂，在水相或无溶剂条件下对1,3-二羰基化合物与烯酮的迈克尔加成反应具有催化作用。后处理过程简单，且催化剂可回收，无催化活性损失。此外，还研究了通过各种含手性有机配体的磷灰石催化剂的进一步应用，以实现不对称版本。在甲基1-氧茚-2-羧酸酯与甲基乙烯基酮的反应中，产物的对映选择性取决于手性配体、溶剂和稀土金属三氟甲磺酸盐前体（RE(OTf)\(}_3}\)）。在优化的反应条件下，经过(R,R)-酒石酸（TA-LaFAP）修饰的单体氟磷灰石结合的镧配合物催化剂，能使迈克尔加成产物达到定量收率，最高对映体过量值达60%。
• Electrochemically Responsive Heterogeneous Catalysis for Controlling Reaction Kinetics
  作者：Xianwen Mao、Wenda Tian、Jie Wu、Gregory C. Rutledge、T. Alan Hatton

  DOI：10.1021/ja512224g

  日期：2015.1.28

  report a method to control reaction kinetics using electrochemically responsive heterogeneous catalysis (ERHC). An ERHC system should possess a hybrid structure composed of an electron-conducting porous framework coated with redox-switchable catalysts. In contrast to other types of responsive catalysis, ERHC combines all the following desired characteristics for a catalysis control strategy: continuous

  我们报告了一种使用电化学响应多相催化 (ERHC) 控制反应动力学的方法。ERHC 系统应具有由涂有氧化还原可转换催化剂的导电多孔骨架组成的混合结构。与其他类型的响应催化相比，ERHC 结合了催化控制策略所需的所有以下特征：作为外部刺激大小的函数的反应速率的连续变化，易于集成到固定床流动反应器中，以及精确的空间和催化剂活性的时间控制。在这里，我们首先展示了一种简单的方法来制造模型 ERHC 系统，该系统由具有保形氧化还原聚合物涂层的碳微纤维组成。第二，使用迈克尔反应，其动力学取决于氧化还原聚合物催化剂的氧化还原状态，我们表明使用不同的电化学电位允许连续调整反应速率。反应速率对电化学势的依赖性通常与能斯提预测一致，由于聚合物膜的多层性质而存在微小差异。此外，我们表明 ERHC 系统可用于通过应用定制的电位时间程序来操纵间歇反应器中反应物浓度-时间曲线的形状。此外，我们对集成了 ERHC 的流动反应器进行了
• A bacterial sensor of plant cell contact controls the transcriptional induction of Ralstonia solanacearum pathogenicity genes
  作者：Didier Aldon、Belen Brito、Christian Boucher、Stéphane Genin

  DOI：10.1093/emboj/19.10.2304

  日期：2000.5.15

  The hrp genes of the plant pathogen Ralstonia solanacearum are key pathogenicity determinants; they encode a type III protein secretion machinery involved in the secretion of mediators of the bacterium-plant interaction. These hrp genes are under the genetic control of the hrpB regulatory gene, expression of which is induced when bacteria are co-cultivated with plant cell suspensions. In this study, we used hrp-gfp transcriptional fusions to demonstrate that the expression of the hrpB and type LII secretion genes is specifically induced in response to the bacterium-plant cell contact. This contact-dependent induction of hrpB gene expression requires the outer membrane protein PrhA, but not a functional type III secretion apparatus. Genetic evidence indicates that PrhA constitutes the first example of a bacterial receptor for a non-diffusible signal present in the plant cell wall and which triggers the transcriptional activation of bacterial virulence genes.