1,1-环戊烷二羧酸二甲酯 | 74090-15-6

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 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
• 中文名称: 1,1-环戊烷二羧酸二甲酯
• 英文名称: dimethyl 1,1-cyclopentanedicarboxylate
• 英文别名: Dimethyl cyclopentane-1,1-dicarboxylate
• CAS: 74090-15-6
• 化学式: C₉H₁₄O₄
• 分子量: 186.208
• InChiKey: UJWFABKKWDZKCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2917209090

反应信息

• 作为反应物：
  描述：

  1,1-环戊烷二羧酸二甲酯 在 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以70%的产率得到1-甲酰基环戊烷-1-羧酸甲酯
  参考文献：
  名称：

  Tetramethyl 1,1,4,4-cyclohexanetetracarboxylate: preparation and conversion to key precursors of fluorinated, stereochemically defined cyclohexanes

  摘要：

  Stereoselective low-temperature diisobutylaluminum hydride (DIBALH) reduction of the title tetraester 3 affords trans-1,4-dialdehyde 4a as the major product. Fluorination of 4a,b, followed by additional elaboration leads to novel, 1,1,4,4-tetrasubstituted cyclohexanes bearing trans-1,4-difluoromethyl and fluoromethyl groups. The effect of ring size and number of ester substituents on the outcome of the reduction has been examined and treatment of dimethyl 1,1-cycloalkyl diesters 7a-c with excess DIBALH results in reduction of only one ester group. An entry into trans-1,4-trifluoromethylated tetrasubstituted cyclohexanes has been gained through stereoselective SF4 fluorination of 1,1,4,4-cyclohexanetetracarboxylic acid 17. Stereochemical assignments are supported by X-ray crystallographic data.

  DOI：

  10.1021/jo00076a055
• 作为产物：
  描述：

  Dimethyl 2-(4-bromobutylidene)propanedioate 在 L-Selectride 作用下， 以 四氢呋喃 为溶剂， 以65%的产率得到1,1-环戊烷二羧酸二甲酯
  参考文献：
  名称：

  电解环化。电化学和类似化学（MIRC）反应的比较

  摘要：

  给出了一些说明电还原环化和MIRC反应的对比和互补方面的例子。给出了电化学反应的简要机理讨论，并提供了使用电化学产生的碱的两个例子。

  DOI：

  10.1016/s0040-4039(00)87098-7

文献信息

• ORGANIC COMPOUNDS
  申请人：Mogi Muneto

  公开号：US20090118287A1

  公开（公告）日：2009-05-07

  The present invention provides a compound of formula (I): wherein the variants R1, R2, R3, R4, R5, R6, R7 are as defined herein, and wherein said compound is an inhibitor of CETP, and thus can be employed for the treatment of a disorder or disease mediated by CETP or responsive to the inhibition of CETP.

  本发明提供了一种化合物，其化学式为（I）：其中变体R1、R2、R3、R4、R5、R6、R7如本文所定义，并且所述化合物是CETP的抑制剂，因此可用于治疗由CETP介导或对CETP抑制响应的疾病或疾病。
• [EN] NOVEL PYRAZOLONE-DERIVATIVES AND THEIR USE AS PD4 INHIBITORS<br/>[FR] NOUVEAUX DÉRIVÉS DE PYRAZOLONE ET LEUR UTILISATION COMME INHIBITEURS DE LA PD4
  申请人：NYCOMED GMBH

  公开号：WO2010055083A1

  公开（公告）日：2010-05-20

  The compounds of formula (1) wherein R1 represents a phenyl derivative of formulae (a), (b) or (c) R10 is 1-3C-alkyl and R11 is 1-3C-alkyl, or R10 and R11 together with the carbon atom, to which they are bonded, form a spiro-linked 3-, 4-, 5- or 6-membered hydrocarbon ring, A is C(O) or S(O)2, and R12 is phenyl, naphthalenyl, pyridinyl, quinolinyl, isoquinolinyl, quinoxalinyl, 1,6-naphthyridinyl, 1,8-naphthyridinyl, indolyl, phenyl substituted by R13, R14, R15 and R16, pyridinyl substituted by R17 and R18, naphthalenyl substituted by R19 and R20, quinolinyl substituted by R21 or indolyl substituted by R22, are novel effective inhibitors of the type 4 phosphodiesterase.

  式（1）中的化合物，其中R1代表式（a）、（b）或（c）的苯基衍生物，R10是1-3C-烷基，R11是1-3C-烷基，或者R10和R11与它们结合的碳原子一起形成螺环连接的3、4、5或6元烃环，A是C（O）或S（O）2，R12是苯基、萘基、吡啶基、喹啉基、异喹啉基、喹喙啉基、1,6-萘啶基、1,8-萘啶基、吲哚基、被R13、R14、R15和R16取代的苯基、被R17和R18取代的吡啶基、被R19和R20取代的萘基、被R21取代的喹啉基或被R22取代的吲哚基，是一种新型有效的第4型磷酸二酯酶抑制剂。
• Imidazolium salts as phase transfer catalysts for the dialkylation and cycloalkylation of active methylene compounds
  作者：Sengodagounder Muthusamy、Boopathy Gnanaprakasam

  DOI：10.1016/j.tetlet.2004.11.141

  日期：2005.1

  The dialkylation and cycloalkylation reactions of active methylene compounds in the presence of readily available imidazolium salts (ionic liquids) as phase transfer catalysts were performed to afford the respective dialkylated or cycloalkylated products. This method is very efficient for the synthesis of 1,1-disubstituted derivatives and cyclopropane and cyclopentane ring systems in a facile manner

  在作为相转移催化剂的易得的咪唑鎓盐（离子液体）存在下，进行活性亚甲基化合物的二烷基化和环烷基化反应，得到相应的二烷基化或环烷基化产物。该方法对于以容易的方式合成1，1-二取代的衍生物以及环丙烷和环戊烷环体系非常有效。
• Perkin–Markovnikov Type Reaction Initiated with Electrogenerated Superoxide Ion
  作者：Fumihiro Ojima、Tetsuo Osa

  DOI：10.1246/bcsj.62.3187

  日期：1989.10

  The cyclic condensation of active methylene compounds such as diethyl malonate, dimethyl malonate, ethyl acetoacetate, or acetylacetone and dibromoalkanes such as 1,2-dibromoethane, 1,3-dibromopropane, 1,4-dibromobutane, 1,5-dibromopentane, 1,6-dibromohexane, 1,3-dibromobutane, or 1,4-dibromopentane with electrogenerated superoxide ion was studied electrochemically in N,N-dimethylformamide (DMF) using cyclic voltammetry (CV) and controlled potential macro-electrolysis. The CV shows that electrogenerated superoxide ion reacts with both active methylene compounds and dibromoalkanes in the dissolved oxygen medium. Controlled potential macro-electrolysis of the above components generally yielded cycloalkanes as the main products. In comparison, the chemical method using sodium ethoxide was also carried out. Two reaction mechanisms via the proton abstraction of active methylene compounds with electrogenerated superoxide ion and via the nucleophilic attack of the superoxide ion on dibromoalkanes are presented.

  活性亚甲基化合物，如二乙基马来酸酯、二甲基马来酸酯、乙酰乙酸乙酯或乙酰乙酮，与二溴烷烃，如1,2-二溴乙烷、1,3-二溴丙烷、1,4-二溴丁烷、1,5-二溴戊烷、1,6-二溴己烷、1,3-二溴丁烷或1,4-二溴戊烷的循环缩合反应，采用循环伏安法（CV）和控制电位宏电解法在N,N-二甲基甲酰胺（DMF）中进行了电化学研究。CV结果表明，电生超氧阴离子在溶解氧介质中与活性亚甲基化合物和二溴烷烃均发生反应。上述组分的控制电位宏电解通常以环烷烃作为主要产物。相比之下，使用乙醇钠的化学方法也进行了研究。提出了两种反应机理：一种是活性亚甲基化合物与电生超氧阴离子的质子抽取反应，另一种是超氧阴离子对二溴烷烃的亲核攻击反应。
• Activity of N,N′-dialkyl-2-trifluoromethylthioimidazolium salts as phase-transfer catalyst for the alkylation of active methylene compounds
  作者：Satoshi Mizuta、Kanami Kitamura、Kodai Nishi、Ryo Hashimoto、Toshiya Usui、Kenya Chiba

  DOI：10.1039/c6ra06870g

  日期：——

  nucleophilic trifluoromethylating reagents. The activity of imidazolium salts as phase-transfer catalysts under solid–liquid phase conditions was investigated for reactions such as the alkylation of active methylene compounds.

  我们在本文中报道了使用亲核三氟甲基化试剂从硫脲合成N，N'-二烷基-2-三氟甲基硫代咪唑鎓盐。研究了咪唑鎓盐在固液相条件下作为相转移催化剂的活性，以进行反应，例如活性亚甲基化合物的烷基化。