2-(3,5-二甲氧基亚苄基)丙二酸二乙酯 | 5859-67-6

• 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: 2-(3,5-二甲氧基亚苄基)丙二酸二乙酯
• 英文名称: diethyl 2-(3,5-dimethoxybenzylidene)malonate
• 英文别名: (3,5-dimethoxy-benzylidene)-malonic acid diethyl ester；(3,5-Dimethoxy-benzyliden)-malonsaeure-diaethylester；3,5-Dimethoxy-benzyliden-malonsaeure-diethylester；Diethyl-3,5-dimethoxybenzyliden-malonat；diethyl 2-[(3,5-dimethoxyphenyl)methylidene]propanedioate
• CAS: 5859-67-6
• 化学式: C₁₆H₂₀O₆
• 分子量: 308.331
• InChiKey: NAFJFIOEAFNTJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(3,5-二甲氧基亚苄基)丙二酸二乙酯 在 sodium hydroxide 、 乙醇 、 镍 作用下， 80.0 ℃ 、2.94 MPa 条件下， 生成 (3,5-Dimethoxy-benzyl)-malonsaeure
  参考文献：
  名称：

  Yagi, Nippon Nogeikagaku Kaishi, 1955, vol. 29, p. 198,200

  摘要：

  DOI：
• 作为产物：
  描述：

  3,5-二甲氧基苯甲酰氯 在 哌啶 、 喹啉 、 Pd-BaSO₄ 、 sulfur 、 3,5-二甲氧基苯甲酸 、 苯 作用下， 生成 2-(3,5-二甲氧基亚苄基)丙二酸二乙酯
  参考文献：
  名称：

  Yagi, Nippon Nogeikagaku Kaishi, 1955, vol. 29, p. 198,200

  摘要：

  DOI：

文献信息

• Efficient and mild synthesis of highly substituted 2,5-dihydrofuran and furan derivatives via stepwise reaction
  作者：Tiantian Wang、Jia Liu、Zhiliang Lv、Hanyu Zhong、Huan Chen、Chunjuan Niu、Ke Li

  DOI：10.1016/j.tet.2011.03.038

  日期：2011.5

  An efficient and mild synthesis of highly substituted 2,5-dihydrofuran and furan derivatives from a variety of alkylidene malonates and 1,4-butyne-diol via one-pot reaction was applied. With various conditions of base amount, temperature and time applied to the reaction, the 2,5-dihydrofuran and the furan derivatives could be selectively obtained. Moreover, the formation of furan derivatives with 2

  通过一锅反应，从各种亚烷基丙二酸酯和1,4-丁炔二醇高效，温和地合成了高度取代的2,5-二氢呋喃和呋喃衍生物。通过将碱量，温度和时间应用于反应的各种条件，可以选择性地获得2，5-二氢呋喃和呋喃衍生物。此外，还研究了以2，5-二氢呋喃衍生物为中间体的呋喃衍生物的形成。这些2，5-二氢呋喃衍生物中的一些对HeLa细胞显示出有效的体外抗肿瘤活性。
• The construction of novel perylenequinone core via efficient synthesis of versatile ortho-naphthoquinone as a key intermediate
  作者：Beom-Tae Kim、Ho-Seok Kim、Woo Sung Moon、Ki-Jun Hwang

  DOI：10.1016/j.tet.2009.03.057

  日期：2009.6

  The novel perylenequinone core, 1,12-diacetonitrile-3,10-perylenequinone, was successfully prepared from the dimerization of the key intermediate, 3-acetonitrile-1,2-naphthoquinone, which was synthesized by an efficient synthetic route in relatively short reaction steps (seven steps) and satisfactory overall yield. The perylenequinone core containing the acetonitrile functionality is notable in the

  通过关键中间体3-乙腈-1,2-萘醌的二聚反应成功地合成了新颖的per醌核心1,12-二乙腈-3,10-per醌，该中间体是通过有效的合成路线在较短的时间内合成的步骤（七个步骤）和令人满意的总产量。含有乙腈官能团的per醌核心很显着，因为通用乙腈基团可在以后的合成阶段用于制备各种化合物，以开发新的和新颖的per醌衍生物作为潜在的光动力剂。
• Synthesis and anti-tumor activity of novel ethyl 3-aryl-4-oxo-3,3a,4,6-tetrahydro-1H-furo[3,4-c]pyran-3a-carboxylates
  作者：Tiantian Wang、Jia Liu、Hanyu Zhong、Huan Chen、Zhiliang Lv、Yikai Zhang、Mingfeng Zhang、Dongping Geng、Chunjuan Niu、Yongmei Li、Ke Li

  DOI：10.1016/j.bmcl.2011.04.003

  日期：2011.6

  A series of ethyl 3-aryl-4-oxo-3,3a,4,6-tetrahydro-1H-furo[3,4-c]pyran-3a-carboxylates were prepared through the metal-catalyzed domino reaction of alkylidene malonates and 1,4-butynediol under a one-pot reaction condition at room temperature. Their in vitro anti-proliferative activities were subsequently evaluated in A549, QGY and HeLa cells. The majority of the compounds showed potent anti-tumor activity against HeLa cells. In particular, compound 31 was the most potent compound with IC50 value of 5.4 mu M. For the first time, the X-ray structure of the anti-tumor ethyl 3-aryl-4-oxo-3,3a, 4,6-tetrahydro-1H-furo[3,4-c]pyran-3a-carboxylates is determined. (C) 2011 Elsevier Ltd. All rights reserved.
• Synthesis, chiral resolution, and determination of novel furan lignan derivatives with potent anti-tumor activity
  作者：Hai Ling Sun、Tian Tian Wang、Zhi Liang Lv、Ji Lu Feng、Dong Ping Geng、Yong Mei Li、Ke Li

  DOI：10.1016/j.bmcl.2010.01.122

  日期：2010.3

  A kind of racemic furan lignans were synthesized via a novel route, and two optical isomers were obtained through a selective hydrolization. The absolute configurations were determined by circular dichroism spectroscopy after separated through a preparative column. The different activities of isomers and the racemates were evaluated on QGY-7701 and HeLa cell lines, and compound 2c showed the best activity on QGY-7701 and HeLa cell lines with IC50 12 mu M and 13 mu M, respectively. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.
• Chian et al., Huaxue Xuebao/Acta Chimica Sinica, 1956, vol. 22, p. 264,267
  作者：Chian et al.

  DOI：——

  日期：——