iodofumaric acid dimethyl ester | 1600-35-7

• 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: iodofumaric acid dimethyl ester
• 英文别名: Jodfumarsaeure-dimethylester；dimethyl (Z)-2-iodobut-2-enedioate
• CAS: 1600-35-7
• 化学式: C₆H₇IO₄
• 分子量: 270.024
• InChiKey: GQHRPPYYGGNCEQ-ARJAWSKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1-bis(cyclopentadienyl)-2,3,4,5-tetraethyl-1-zircona-cyclopenta-2,4-diene 、 iodofumaric acid dimethyl ester 在 copper(l) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以71%的产率得到methyl 2-(2',3',4',5'-tetraethyl-1'-carboxymethyl-1'-cyclopentadienyl)ethanoate
  参考文献：
  名称：

  Cross coupling-conjugate addition reaction of zirconacyclopentadienes with 3-iodopropenoates

  摘要：

  Copper-mediated reaction of zirconacyclopentadienes with iodopropenoates afforded penta- and hexasubstituted cyclopentadienes. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00762-x
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 丙酮 、 sodium iodide 作用下， 生成 iodofumaric acid dimethyl ester
  参考文献：
  名称：

  Nesmejanow et al., Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1950, p. 77,82

  摘要：

  DOI：

文献信息

• Cycloaddition Reaction of Zirconacyclopentadienes to Alkynes:  Highly Selective Formation of Benzene Derivatives from Three Different Alkynes
  作者：Tamotsu Takahashi、Zhenfeng Xi、Akiko Yamazaki、Yuanhong Liu、Kiyohiko Nakajima、Martin Kotora

  DOI：10.1021/ja970869q

  日期：1998.3.1

  benzene derivatives in high yields along with the formation of a copper mirror on the wall of the reaction vessel. Reactions of unsymmetrical zirconacyclopentadienes prepared from two different alkynes with acetylenecarboxylates gave benzene derivatives from three different alkynes in high yields with high selectivities. Preparation of unsymmetrical zirconacyclopentadienes and benzene derivatives formation

  在化学计量量（2 当量）的氯化铜存在下，锆杂环戊二烯与乙炔羧酸盐反应以高产率得到苯衍生物，同时在反应容器壁上形成铜镜。由两种不同炔烃制备的不对称锆并环戊二烯与乙炔羧酸酯反应以高产率和高选择性从三种不同的炔烃得到苯衍生物。不对称氧化锆环戊二烯的制备和苯衍生物的形成可以在一锅法中完成。通过X-射线分析确定了分别在α-和β-位具有三甲基甲硅烷基和甲基的不对称锆并环戊二烯与乙炔二羧酸酯的反应产物的结构。这表明这些取代基的区域化学在反应过程中保持不变。当氧化锆与乙炔二羧酸在氯化铜存在下发生偶联反应时...
• Stereoselective Hydrohalogenation of Alkynoic Acids and Their Esters in Ionic Liquids
  作者：José Salazar、Francys Fernández、Jelem Restrepo、Simón E. López

  DOI：10.3184/030823407x200038

  日期：2007.3

  A novel procedure is described for the hydrohalogenation of alkynoic acids and their esters using N-alkylpyridinium ionic liquids. Hydrohalogenating agents were prepared by mixing N-alkylpyridinium halides with an equimolar amount of trifluoroacetic acid. The corresponding halogenated alkenes were obtained in good yields with high diastereoselectivity.

  描述了一种使用 N-烷基吡啶鎓离子液体对炔酸及其酯进行氢卤化的新方法。通过将 N-烷基吡啶鎓卤化物与等摩尔量的三氟乙酸混合来制备氢卤化剂。以良好的收率和高非对映选择性获得了相应的卤代烯烃。
• Antifungal Properties of Halofumarate Esters
  作者：Herman Gershon、Larry Shanks

  DOI：10.1002/jps.2600670443

  日期：1978.4

  mucedo, methyl fluorofumarate (0.037 mmole/liter); and T. mentagrophytes, ethyl iodofumarate (0.020 mmole/liter). The order of overall activity of the six most toxic compounds was: ethyl iodofumarate greater than ethyl chlorofumarate greater than methyl iodofumarate = methyl bromofumarate greater than methyl chlorofumarate greater than bromofumarate.

  在Sabouraud葡萄糖琼脂琼脂培养基中不存在和存在10％牛肉血清的情况下，在pH值为5.6和7.0的情况下，测试了四种卤代富马酸的烷基酯（C1-C4）对白色念珠菌，黑曲霉，Mucor mucedo和毛癣菌的抗真菌活性。 。对每种生物毒性最大的化合物是：白色念珠菌，碘富马酸乙酯（0.054 mmole /升）；黑曲霉，溴代富马酸甲酯（0.090 mmole /升）；Mucedo Mucedo，富马酸氟甲酯（0.037 mmol / L）；和T. mentagrophytes，碘富马酸乙酯（0.020 mmole /升）。六个毒性最高的化合物的总体活性顺序为：碘富马酸乙酯大于氯富马酸乙酯大于碘富马酸甲酯=溴代富马酸甲酯大于氯代富马酸甲酯大于溴代富马酸甲酯。
• Process for producing chromone compound
  申请人：Hibino Hiroaki

  公开号：US20050085664A1

  公开（公告）日：2005-04-21

  A process for producing a dicarboxylic acid compound represented by the formula (4): wherein R 1 and R 2 are the same or different and each represents lower alkyl and the wavy line indicates that this compound is the E- or Z-isomer or a mixture of them, characterized by reacting a compound represented by the formula (2): wherein R 1 , R 2 and the wavy line have the same meanings as the above, and one of X 2 and X 3 represents hydrogen and the other represents halogen, with nitrophenol represented by the formula (3): in the presence of a base; a process for producing a nitrochromone compound represented by the formula (5): wherein R 1 has the same meaning as the above, characterized by reacting the dicarboxylic acid compound or carboxylic acid thereof with an acid; a process for producing an aminochromone compound which comprises reducing the nitrochromone compound; and a process for producing an amidochromone compound which comprises acylating the aminochromone compound are provided.

  提供一种制备式（4）的二羧酸化合物的方法，其中R1和R2相同或不同，每个代表低级烷基，波浪线表示该化合物是E或Z异构体或它们的混合物，其特征在于将式（2）的化合物与硝基酚在碱的存在下反应，式中R1、R2和波浪线的含义与上述相同，X2和X3中的一个代表氢，另一个代表卤素；提供一种制备式（5）的硝基香豆素化合物的方法，其中R1的含义与上述相同，其特征在于将二羧酸化合物或其羧酸与酸反应；提供一种制备氨基香豆素化合物的方法，其包括还原硝基香豆素化合物；以及提供一种制备酰胺香豆素化合物的方法，其包括酰化氨基香豆素化合物。
• Ruthenium-Catalyzed Regioselective Hydrohalogenation of Alkynes Mediated by Trimethylsilyl Triflate
  作者：Yuye Bai、Zhenyuan Lin、Zhenying Ye、Dian Dong、Jing Wang、Lu Chen、Feng Xie、Yibiao Li、Pierre H. Dixneuf、Min Zhang

  DOI：10.1021/acs.orglett.2c03158

  日期：2022.11.4

  Here we describe a ruthenium-catalyzed regioselective hydrohalogenation reaction of alkynes under mild conditions. Commercially simple halogen sources such as KI, ZnBr2, and ZnCl2 were employed to achieve this transformation. Alkynes derived from bioactive molecules such as l-(−)-borneol, l-menthol, and estrone were also suitable for the transformation, demonstrating the potential synthetic value of

  在这里，我们描述了在温和条件下钌催化的炔烃区域选择性卤化氢反应。采用商业上简单的卤素源，如 KI、ZnBr 2和 ZnCl 2来实现这种转变。来自l -(-)-冰片、l-薄荷醇和雌酮等生物活性分子的炔烃也适用于转化，证明了这种新反应在有机合成中的潜在合成价值。