2-(吡啶-2-基甲基)丙二酸二乙基酯 | 3243-01-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 2-(吡啶-2-基甲基)丙二酸二乙基酯
• 英文名称: diethyl (2-pyridylmethyl)malonate
• 英文别名: diethyl 2-picolylmalonate；α-(2-Picolyl)diethylmalonat；2-(2,2-Diethoxycarbonylethyl)pyridin；ethyl 2-ethoxycarbonyl-3-(pyrid-2-yl)propionate；pyridin-2-ylmethyl-malonic acid diethyl ester；[2]Pyridylmethyl-malonsaeure-diaethylester；diethyl 2-(2-picolyl)malonate；diethyl 2-(pyridin-2-ylmethyl)propanedioate
• CAS: 3243-01-4
• 化学式: C₁₃H₁₇NO₄
• mdl: MFCD21548624
• 分子量: 251.282
• InChiKey: CHNRGKPWYUVJEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  65.5
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  2-(吡啶-2-基甲基)丙二酸二乙基酯 在 盐酸 、 氨 、 sodium ethanolate 、 diborane(6) 作用下， 以 乙醇 为溶剂， 反应 102.0h， 生成 2-(吡啶-2-基甲基)丙烷-1,3-二胺
  参考文献：
  名称：

  Lariat 型 B12 模型复合体。1. 新的甲基吡啶基Costa型有机钴悬垂配合物提供了对轴向配体在蝴蝶弯曲和氧化还原特性中的作用的深入了解

  摘要：

  一种新的 B 12（钴胺素，Cbl）模型系统，具有潜在的五价配体，2,3,9,10-tetramethyl-6,2-pyridylmethyl-1,4,8,11-tetraazaundeca-1,3,8,10 -tetraen-1,11-diolo (C 1 py) 具有独特的特性，可归因于配位的吡啶侧链，它通过一个亚甲基连接在 2 位共价连接到丙烯链的中心 C。

  DOI：

  10.1021/ja00043a015
• 作为产物：
  描述：

  diethyl 2-(2-pyridylmethylidene)malonate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以95%的产率得到2-(吡啶-2-基甲基)丙二酸二乙基酯
  参考文献：
  名称：

  A Synthesis of N-Bridged 5,6-Bicylic Pyridines via A Mild Cyclodehydration Using the Burgess Reagent and Discovery of A Novel Carbamylsulfonylation Reaction

  摘要：

  Cyclodehydration using the Burgess reagent provided a novel approach toward the synthesis of N-bridged 5,6-bicylic pyridines including pyrolo-, imidazo-, and triazolopyridines under mild and neutral conditions. The methodology tolerates acid-sensitive functional groups. A novel addition product was observed between the resulting pyrrolo- or imidazopyridine and an additional equivalent of the Burgess reagent, producing the corresponding sulfonylcarbamate adduct.

  DOI：

  10.1021/ol8011748

文献信息

• Unnatural α-amino ethyl esters from diethyl malonate or ethyl β-bromo-α-hydroxyiminocarboxylate
  作者：Eloi P Coutant、Vincent Hervin、Glwadys Gagnot、Candice Ford、Racha Baatallah、Yves L Janin

  DOI：10.3762/bjoc.14.264

  日期：——

  We have explored here the scope of the age-old diethyl malonate-based accesses to α-amino esters involving Knoevenagel condensations of diethyl malonate on aldehydes, reductions of the resulting alkylidenemalonates, the preparation of the corresponding α-hydroxyimino esters and their final reduction. This synthetic pathway turned out to be general although some unexpected limitations were encountered

  我们在这里探索了基于古老的丙二酸二乙酯对α-氨基酯的接触范围，该方法涉及丙二酸二乙酯在醛上的Knoevenagel缩合反应，所得亚烷基丙二酸酯的还原，相应α-羟基亚氨基酯的制备及其最终还原。尽管遇到了一些意想不到的限制，但这种合成途径被证明是通用的。在进行肟化步骤之前，使用Suzuki-Miyaura偶联或环加成法对某些中间体进行了合成修饰，从而获得了更多的α-氨基酯。此外，探索了其他通往α-羟基亚氨基酯的途径，包括试图改善乙基β-溴-α-羟基亚氨基羧酸酯与各种烷基呋喃化合物之间的环加成反应。
• Ion channel modulating agents
  申请人：——

  公开号：US20020169203A1

  公开（公告）日：2002-11-14

  The present invention relates to ion channel modulating agents. More particularly, the present invention relates to a particular class of chemical compounds that has proven useful as modulators of SK Ca, IK Ca and BK Ca channels. In further aspects, the present invention relates to the use of these SK/IK/BK channel modulating agents for the manufacture of medicaments, for methods of therapy, and pharmaceutical compositions comprising the SK/IK/BK channel modulating agents. The SK/IK/BK channel modulating agents of the invention are useful for the treatment or alleviation of diseases and conditions associated with the SK/IK/BK channels.

  本发明涉及离子通道调节剂。更具体地，本发明涉及一类特定的化合物，已被证明可作为SK Ca、IK Ca和BK Ca通道的调节剂。此外，本发明还涉及利用这些SK/IK/BK通道调节剂制备药物、治疗方法以及包含这些SK/IK/BK通道调节剂的药物组合物。本发明的SK/IK/BK通道调节剂可用于治疗或缓解与SK/IK/BK通道相关的疾病和症状。
• 4-substituted 1.2-diaryl-3.5-dioxopyrazolidines
  申请人：GEIGY CHEM CORP

  公开号：US02835677A1

  公开（公告）日：1958-05-20
• Synthese des 2-Oxymethyl-indolizidin und des 2-(ω-Oxyaethylen)-indolizidin
  作者：Karl Winterfeld、Klaus Küllmar

  DOI：10.1002/ardp.19582911002

  日期：——
• Oxidation of diethyl (pyridylmethyl)malonates with manganese(III) acetate, cerium(IV) ammonium nitrate, and iron(III) perchlorate in the presence of alkenes and alkynes
  作者：Attilio Citterio、Roberto Sebastiano、Magaly Caceres Carvayal

  DOI：10.1021/jo00018a024

  日期：1991.8

  The oxidation of substituted diethyl 2-, 3-, or 4-picolylmalonates (1a-g) by Mn(III) acetate in acetic acid, Ce(IV) ammonium nitrate in methanol or acetic acid, and Fe(III) perchlorate in acetonitrile in the presence of substituted alkenes (2) and alkynes (3) affords substituted tetra- or dihydroquinolines and/or isoquinolines (4-9) in good to excellent yield. The influence of reaction medium on yield and isomer distribution has been investigated. A mechanism involving oxidative deprotonation of malonic esters by high-valent metal salts to malonyl radicals, their addition to olefins, and intramolecular homolytic substitution to protonated or metal-complexed heteroaromatic bases by the resulting substituted carbon radicals is suggested.