1-benzyl 3-methyl 2-benzylmalonate | 607367-17-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-benzyl 3-methyl 2-benzylmalonate
• 英文别名: 2-benzyl-malonic acid benzyl ester methyl ester；3-O-benzyl 1-O-methyl 2-benzylpropanedioate
• CAS: 607367-17-9
• 化学式: C₁₈H₁₈O₄
• 分子量: 298.339
• InChiKey: MKPLRKCCHGOCON-UHFFFAOYSA-N

物化性质

• 沸点：
  405.3±30.0 °C(Predicted)
• 密度：
  1.163±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 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-benzyl 3-methyl 2-benzylmalonate 在 palladium on activated charcoal N-甲基吗啉 、 盐酸羟胺 、 氢气 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 methyl 2-benzyl-3-oxo-3-({3-oxo-4-[4-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)benzyl]-3,4-dihydro-2H-1,4-benzoxazin-7-yl}amino)propanoate
  参考文献：
  名称：

  Toward a Novel Class of Antithrombotic Compounds with Dual Function. Discovery of 1,4-Benzoxazin-3(4H)-one Derivatives Possessing Thrombin Inhibitory and Fibrinogen Receptor Antagonistic Activities

  摘要：

  A novel class of potential antithrombotic compounds with moderate thrombin inhibitory and fibrinogen receptor antagonistic activity is described. Combination of anticoagulant and antiaggregatory activity in the same molecular entity is presented as a new promising approach in the search for novel antithrombotic agents.

  DOI：

  10.1021/jm048984g
• 作为产物：
  描述：

  苄基丙二酸二甲酯 、 溴甲苯 在 sodium hydride 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.0h， 以22%的产率得到1-benzyl 3-methyl 2-benzylmalonate
  参考文献：
  名称：

  [EN] ANTITHROMBOTIC COMPOUNDS WITH DUAL FUNCTION
  [FR] COMPOSES ANTITHROMBOTIQUES A FONCTION DUALE

  摘要：

  本发明包括一般式(I)的化合物及其药学上可接受的盐，其中取代基具有描述中指定的含义。这些化合物被用作抗血栓药物，具有抑制血小板聚集和同时抑制凝血酶和/或因子Xa的活性。

  公开号：

  WO2005051934A1

文献信息

• Multi-catalysis cascade reactions based on the methoxycarbonylketene platform: diversity-oriented synthesis of functionalized non-symmetrical malonates for agrochemicals and pharmaceuticals
  作者：Dhevalapally B. Ramachary、Chintalapudi Venkaiah、Y. Vijayendar Reddy、Mamillapalli Kishor

  DOI：10.1039/b901652j

  日期：——

  In this paper we describe new multi-catalysis cascade (MCC) reactions for the one-pot synthesis of highly functionalized non-symmetrical malonates. These metal-free reactions are either five-step (olefination/hydrogenation/alkylation/ketenization/esterification) or six-step (olefination/hydrogenation/alkylation/ketenization/esterification/alkylation), and employ aldehydes/ketones, Meldrum's acid, 1,4-dihydropyridine/o-phenylenediamine, diazomethane, alcohols and active ethylene/acetylenes, and involve iminium-, self-, self-, self- and base-catalysis, respectively. Many of the products have direct application in agricultural and pharmaceutical chemistry.

  在本文中，我们描述了一种新的多重催化级联反应（MCC），用于一锅合成高度功能化的非对称马来酸酯。这些无金属催化反应分为五步（烯化/加氢/烷基化/酮化/酯化）或六步（烯化/加氢/烷基化/酮化/酯化/烷基化），涉及醛/酮、梅尔德伦酸、1,4-二氢吡啶/邻苯二胺、重氮甲烷、醇以及活性乙烯/炔烃，分别涉及亚胺、各自、自我、自我和碱催化。许多产品在农业和制药化学中具有直接应用。
• Enzymatic synthesis of chiral monosubstituted malonates in organic solvents
  作者：Michal Shapira、Arie L. Gutman

  DOI：10.1016/0957-4166(94)80080-4

  日期：1994.9

  develop a strategy for the formation of heretofore unknown chiral monosubstituted malonate diesters with high enantiomeric excess. The enzymatic reaction involved transesterification of symmetrical monosubstituted dimethyl malonates with benzyl alcohol, exploiting the ability of lipases to discriminate between the enantiotopic ester groups of the symmetrical malonate molecule. This enzymatic approach

  使用酶在有机溶剂中的前手性立体特异性来开发形成迄今未知的具有高对映体过量的手性单取代丙二酸酯二酯的策略。酶促反应涉及对称的单取代的丙二酸二甲酯与苄醇的酯交换反应，利用脂肪酶区分对称的丙二酸分子对映体酯基的能力。这种酶促方法在水溶液中是不可行的，因为活化的丙二酸氢总是伴随着消旋作用而经历快速交换。通过将形态不稳定的混合甲基苄基二酯转化为相应的半酯，进一步证明了该方法的合成效用，
• 2-Substituted-3-Phenylpropionic Acid Derivatives and Their Use in the Treatment of Inflammatory Bowel Disease
  申请人：Albireo AB

  公开号：US20140303175A1

  公开（公告）日：2014-10-09

  The present invention relates to 2-(substituted sulphur, sulphone or sulphoxide)-3-(substituted phenyl)propionic acid derivatives, 2-(substituted oxygen)-3-(substituted phenyl)propionic acid derivatives, benzoic acid derivatives, and derivatives of 2-methyl-2-(phenoxy or phenylthio)propanoic acid and 2-(methyl or ethyl)-2-(phenoxy or phenylthio)butanoic acid, to processes for preparing such compounds, to their use in the treatment of inflammatory conditions, and to pharmaceutical compositions containing them.

  本发明涉及2-(取代硫、磺酰或亚磺酸)-3-(取代苯基)丙酸衍生物、2-(取代氧)-3-(取代苯基)丙酸衍生物、苯甲酸衍生物，以及2-甲基-2-(苯氧基或苯基硫基)丙酸和2-(甲基或乙基)-2-(苯氧基或苯基硫基)丁酸的衍生物，制备这些化合物的方法，它们在治疗炎症疾病中的应用以及含有它们的药物组合物。
• RHO-ASSOCIATED PROTEIN KINASE INHIBITOR, PHARMACEUTICAL COMPOSITION COMPRISING THE SAME, AS WELL AS PREPARATION METHOD AND USE THEREOF
  申请人：Beijing Tide Pharmaceutical Co., Ltd.

  公开号：EP3421465A1

  公开（公告）日：2019-01-02

  The present invention relates to a Rho-associated protein kinase inhibitor of Formula (I), a pharmaceutical composition comprising the same, a preparation method thereof, and use thereof for the prevention or treatment of a disease mediated by the Rho-associated protein kinase (ROCK).

  本发明涉及一种式（I）的Rho相关蛋白激酶抑制剂、一种包含其的药物组合物、其制备方法以及其用于预防或治疗由Rho相关蛋白激酶（ROCK）介导的疾病的用途。
• HIGH THROUGHPUT METHOD FOR CONSTRUCTING AND SCREENING COMPOUND LIBRARY AND REACTION DEVICE
  申请人：Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences

  公开号：EP3995611A1

  公开（公告）日：2022-05-11

  The present invention provides a high throughput method for constructing and screening a compound library and a reaction device. Specifically, the method of the present invention comprises: (a) providing a reactor comprising n independent and addressable reaction chambers; (b) performing m independent synthesis reactions in said n reaction chambers, thereby constructing a compound library; and (c) performing activity tests in reaction chambers in which synthesis reactions are performed. In the present invention, the preparation and screening processes of a compound can be completed in the same reaction system. As the reactions of the present invention almost quantitatively generate products, the products can be directly used in enzymatic or even cytological activity test experiments without separation.

  本发明提供了一种用于构建和筛选化合物库的高通量方法和反应装置。具体而言，本发明的方法包括：(a) 提供一个反应器，该反应器包括 n 个独立的可寻址反应室；(b) 在所述 n 个反应室中进行 m 个独立的合成反应，从而构建化合物库；(c) 在进行合成反应的反应室中进行活性测试。在本发明中，化合物的制备和筛选过程可在同一反应系统中完成。由于本发明的反应几乎定量生成产物，因此这些产物无需分离即可直接用于酶学甚至细胞学活性测试实验。