3-[4-(二甲基氨基)苯基]-2-丙烯酸甲酯 | 7560-48-7

• 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
• 中文名称: 3-[4-(二甲基氨基)苯基]-2-丙烯酸甲酯
• 中文别名: 3-(4-(二甲基氨基)苯基)丙烯酸甲酯
• 英文名称: methyl 3-(p-dimethylaminophenyl)-2-propenoate
• 英文别名: 4-dimethylaminocinnamic acid methyl ester；methyl 4-(dimethylamino)-cinnamate；4-dimethylamino-cinnamic acid methyl ester；4-Dimethylamino-zimtsaeure-methylester；4-Dimethylamino-zimtsaeuremethylester；Methyl-4-dimethylaminocinnamat；Methyl 4-dimethylaminocinnamate；methyl 3-[4-(dimethylamino)phenyl]prop-2-enoate
• CAS: 7560-48-7
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: ZKGVSZCAHWJHDJ-UHFFFAOYSA-N

物化性质

• 熔点：
  137-138℃
• 沸点：
  333℃
• 密度：
  1.089
• 闪点：
  130℃

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  3-[4-(二甲基氨基)苯基]-2-丙烯酸甲酯 在 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 二碳酸二叔丁酯 、 氢气 作用下， 生成 3-((1Z,4Z,9Z,15Z)-12-{2-[3-(4-Dimethylamino-phenyl)-propoxycarbonyl]-ethyl}-7,17-diethyl-3,8,13,18-tetramethyl-porphyrin-2-yl)-propionic acid 2-(3-methyl-1,4-dioxo-1,4-dihydro-naphthalen-2-ylsulfanyl)-ethyl ester
  参考文献：
  名称：

  Mechanism of charge transfer in the molecular DPQ complex studied by time-resolved fluorescence spectroscopy

  摘要：

  The pathways of charge separation in the dimethylaniline-mesoporphyrin II-naphthoquinone triad DPQ and its Zn complex were established. The rate constants of electron transfer from P and ZnP to Q were measured to be k = 1.5 x 10(9) s-1 and k > 5 x 10(10) s-1, respectively, from the results of picosecond fluorescence spectroscopy. The transformation of the DPQ and DZnPQ triads to the reduced form by NaBH4 treatment results in blocking of the electron-transfer channel from both P and ZnP to Q. The transformation of the DPQ and DZnPQ triads to the reduced forms by NaBH4 results in blocking of the electron-transfer channel from both P and ZnP to Q. The role of structural and conformational changes of triads in the electron-transfer process is discussed.

  DOI：

  10.1021/j100170a011
• 作为产物：
  描述：

  对二甲氨基苯甲醛 生成 3-[4-(二甲基氨基)苯基]-2-丙烯酸甲酯
  参考文献：
  名称：

  Borovkov, V. V.; Evstigneeva, R. P.; Filippovich, E. I., Doklady Chemistry, 1989, vol. 308, # 4-6, p. 275 - 279

  摘要：

  DOI：

文献信息

• Metal-Free Catalytic Reduction of α,β-Unsaturated Esters by 1,3,2-Diazaphospholene and Subsequent C–C Coupling with Nitriles
  作者：Che Chang Chong、Bin Rao、Rei Kinjo

  DOI：10.1021/acscatal.7b01338

  日期：2017.9.1

  tautomerizes to saturated esters, while the P–O bond cleavage by HBpin via a formal σ-bond metathesis affords boryl enolate intermediate. The latter could undergo a further coupling reaction with nitriles to form substituted amino diesters or 1,3-imino esters, depending on α,β-unsaturated ester substrates. These catalytic reactions can also be performed in a one-pot manner, illustrating a protocol for metal-free

  1,3,2-二氮杂磷腈1催化α，β-不饱和酯的共轭转移氢化以及1,4-氢硼化。两种方法的起始步骤都包括α，β-不饱和酯的1，4-氢磷酸化，以得到次膦酰基烯醇醚。氨硼烷随后切断了次膦酰基烯醇醚中的P–O键（AB）生成一个互变异构体成饱和酯的烯醇中间体，而HBpin通过正式的σ键复分解通过HB的P–O键裂解，提供了烯醇硼酸酯中间体。取决于α，β-不饱和酯底物，后者可与腈进一步进行偶联反应以形成取代的氨基二酯或1，3-亚氨基酯。这些催化反应也可以一锅法进行，说明了无金属催化C-C键构建的方案。
• Water is an efficient medium for Wittig reactions employing stabilized ylides and aldehydes
  作者：Jesse Dambacher、Wen Zhao、Amer El-Batta、Robert Anness、Changchun Jiang、Mikael Bergdahl

  DOI：10.1016/j.tetlet.2005.04.105

  日期：2005.6

  Water is demonstrated to be an excellent medium for the Wittig reaction employing stabilized ylides and aldehydes. Although the solubility in water appears to be an unimportant characteristic in achieving good chemical yields and E/Z-ratios, the rate of Wittig reactions in water is unexpectedly accelerated.

  事实证明，水是采用稳定化的丙烯化物和醛类进行维蒂希反应的极佳介质。尽管在水中的溶解度对于获得良好的化学收率和E / Z-比值似乎不是重要的特征，但是水中的维蒂希反应速率却出乎意料地加快了。
• Synthetic and structural study of 4-phosphacyclohexanones and 3-aza-7-phosphabicyclo[3.3.1]nonan-9-ones
  作者：Almas I. Zayya、John L. Spencer

  DOI：10.1016/j.tet.2012.04.038

  日期：2012.6

  all-equatorial isomer with methylamine and formaldehyde produced the bicyclic PN compound 7-tert-butyl-1,5-di(methoxycarbonyl)-6,8-bis(p-dimethylaminophenyl)-3-methyl-3-aza-7-phosphabicyclo[3.3.1]nonan-9-one. The identical Mannich reaction of the enol tautomer also yielded the same product, as well as the PN compound 4-tert-butyl-6-methoxycarbonyl-5-(p-dimethylaminophenyl)-2-methyl-2-aza-4-phosphacyclohexanone

  尝试使用四种胺基和醛基的曼尼希缩合反应，合成含有刚性双环[3.3.1] nonan-9-骨架的双环磷-氮（PN）化合物。从叔丁基膦与2,4-二甲基的迈克尔加成反应中获得了4-叔丁基-2,6-二（甲氧基羰基）-3,5-双（对-二甲基氨基苯基）-4-磷酸环己酮的三种异构体（甲氧基羰基）-1,5-双（对-二甲基氨基苯基）penta-1,4-dien-3-one。全赤道异构体与甲胺和甲醛反应生成双环PN化合物7-叔丁基-1,5-二（甲氧基羰基）-6,8-bis（p-二甲基氨基苯基）-3-甲基-3-氮杂-7-磷杂双环[3.3.1]壬南-9-。烯醇互变异构体的相同的曼尼希反应也产生相同的产物，以及PN化合物4-叔丁基-6-甲氧基羰基-5-（对-二甲基氨基苯基）-2-甲基-2-氮杂-4-磷酸环己酮3-（对-二甲基氨基苯基）甲基-2-丙酸酯的E / Z异构体。新合成的3-氮杂-7-磷酸双环[3.3.1]壬
• Ligands of melanocortin receptors and compositions and methods related thereto
  申请人：Tran Anh Joe

  公开号：US20050192286A1

  公开（公告）日：2005-09-01

  Compounds which function as melanocortin receptor ligands and having utility in the treatment of melanocortin receptor-based disorders. The compounds have the following structure (I): including stereoisomers, prodrugs, and pharmaceutically acceptable salts thereof, wherein m, n, q, s, R 1 , R 1 a, R 1b , R 2 , R 3 , R 4 , X 1 , X 2 and X 3 are as defined herein. Pharmaceutical compositions containing a compound of structure (I), as well as methods relating to the use thereof, are also disclosed.

  具有在治疗基于黑色素细胞激素受体的疾病中有用的功能的化合物。该化合物具有以下结构（I）：包括立体异构体，前药和药物可接受的盐，其中m，n，q，s，R1，R1a，R1b，R2，R3，R4，X1，X2和X3如本文所定义。还公开了含有结构（I）的化合物的制药组合物，以及与其使用相关的方法。
• Schiemenz,G.P.; Thobe,J., Chemische Berichte, 1966, vol. 99, p. 2663 - 2668
  作者：Schiemenz,G.P.、Thobe,J.

  DOI：——

  日期：——