2-(3,4-dimethoxyphenyl)malonic acid diethyl ester | 896-90-2

• 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: 2-(3,4-dimethoxyphenyl)malonic acid diethyl ester
• 英文别名: diethyl 2-(3,4-dimethoxy-phenyl)malonate；(3,4-dimethoxy-phenyl)-malonic acid diethyl ester；(3,4-Dimethoxy-phenyl)-malonsaeure-diaethylester；(3,4-Dimethoxy-phenyl)-malonsaeure-diethylester；Diethyl-3,4-dimethoxy-phenyl-malonat；Propanedioic acid, (3,4-dimethoxyphenyl)-, diethyl ester；diethyl 2-(3,4-dimethoxyphenyl)propanedioate
• CAS: 896-90-2
• 化学式: C₁₅H₂₀O₆
• 分子量: 296.32
• InChiKey: BYQJMCWUUDRIOP-UHFFFAOYSA-N

物化性质

• 沸点：
  170 °C(Press: 1 Torr)
• 密度：
  1.137±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 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-(3,4-dimethoxyphenyl)malonic acid diethyl ester 在 lithium aluminium tetrahydride 、 三氯化铝 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 44.0h， 生成 N,N'-Di-n-butyl-2-(3,4-dimethoxy-phenyl)-1,3-propane-diamine
  参考文献：
  名称：

  Shafik; Ibrahim; El-Khawass, Pharmazie, 1989, vol. 44, # 2, p. 115 - 118

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4-二甲氧基苯乙酸 在 盐酸 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 2-(3,4-dimethoxyphenyl)malonic acid diethyl ester
  参考文献：
  名称：

  4-Amino-5-aryl-6-arylethynylpyrimidines: Structure–activity relationships of non-nucleoside adenosine kinase inhibitors

  摘要：

  A series of non-nucleoside adenosine kinase (AK) inhibitors is reported. These inhibitors originated from the modification of 5-(3-bromophenyl)-7-(6-morpholin-4-ylpyridin-3-yl)pyrido[2,3-d]pyrimidin-4-ylamine (ABT-702). The identification of a linker that would approximate the spatial arrangement found between the pyrimidine ring and the aryl group at C(7) in ABT702 was a key element in this modification. A search of potential linkers led to the discovery of an acetylene moiety as a suitable scaffold. It was hypothesized that the aryl acetylenes, ABT-702, and adenosine bound to the active site of AK (closed form) in a similar manner with respect to the orientation of the heterocyclic base. Although potent acetylene analogs were discovered based on this assumption, an X-ray crystal structure of 5-(4-dimethylaminophenyl)-6-(6-morpholin-4-yipyridin-3-ylethynyl)pyrimidin-4-ylamine (16a) revealed a binding orientation contrary to adenosine. In addition, this compound bound tightly to a unique open conformation of AK. The structure-activity relationships and unique ligand orientation and protein conformation are discussed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.12.029

文献信息

• Enzymatic Desymmetrization of Prochiral 2-Substituted-1,3-Diamines: Preparation of Valuable Nitrogenated Compounds
  作者：Nicolás Ríos-Lombardía、Eduardo Busto、Eduardo García-Urdiales、Vicente Gotor-Fernández、Vicente Gotor

  DOI：10.1021/jo8025912

  日期：2009.3.20

  A wide range of prochiral 1,3-diamines were first efficiently synthesized and subsequently desymmetrized by using lipase from Pseudomonas cepacia as catalyst and diallyl carbonate as alkoxycarbonylating agent. In all cases, the amino carbamates of R-configuration were recovered. Final selective cleavage of the N-allyloxycarbonyl moiety was carried out under mild reaction conditions, which demonstrates

  首先有效地合成了多种前手性的1,3-二胺，然后使用洋葱假单胞菌的脂肪酶作为催化剂，碳酸二烯丙酯作为烷氧基羰基化剂进行了脱对称。在所有情况下，都回收了R-构型的氨基氨基甲酸酯。N-烯丙氧羰基部分的最终选择性裂解是在温和的反应条件下进行的，这表明该化学酶促途径具有很高的通用性和潜力，可作为相关旋光性氮化衍生物合成中的中间体来源。
• Citterio, Attilio; Finzi, Claudia; Santi, Roberto, Journal of Chemical Research, Miniprint, 1988, # 5, p. 1301 - 1331
  作者：Citterio, Attilio、Finzi, Claudia、Santi, Roberto、Strologo, Sauro

  DOI：——

  日期：——
• Alkyl Carbonates in Synthetic Chemistry. I. Condensation with Organic Esters. Synthesis of Malonic Esters¹
  作者：V. H. Wallingford、August H. Homeyer、David M. Jones

  DOI：10.1021/ja01853a008

  日期：1941.8
• Phenylcyclobutane Amino Acids
  作者：Alfred Burger、William E. Coyne

  DOI：10.1021/jo01033a511

  日期：1964.10
• SHAFIK, RAGAB M.;IBRAHIM, EL-SEBAI A.;EL-KHAWASS, EL-SAYEDA M.;EL-HAWASH,+, PHARMAZIE, 44,(1989) N, C. 115-118
  作者：SHAFIK, RAGAB M.、IBRAHIM, EL-SEBAI A.、EL-KHAWASS, EL-SAYEDA M.、EL-HAWASH,+

  DOI：——

  日期：——