(E)-<1,2-bis(methoxycarbonyl)vinyl>aminotoluene | 59381-97-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (E)-<1,2-bis(methoxycarbonyl)vinyl>aminotoluene
• 英文别名: dimethyl (E)-2-(benzylamino)but-2-enedioate
• CAS: 59381-97-4
• 化学式: C₁₃H₁₅NO₄
• 分子量: 249.266
• InChiKey: KRJOYNBJIYNCDC-DHZHZOJOSA-N

物化性质

• 沸点：
  392.1±42.0 °C(Predicted)
• 密度：
  1.164±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-<1,2-bis(methoxycarbonyl)vinyl>aminotoluene 在 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 生成 1-Benzyl-4-(2-chloro-phenyl)-6-methyl-1,4-dihydro-pyridine-2,3,5-tricarboxylic acid 5-isopropyl ester
  参考文献：
  名称：

  Glucose-lowering in a db/db mouse model by dihydropyridine diacid glycogen phosphorylase inhibitors

  摘要：

  The synthesis of a series of novel dihdyropyridine diacid glycogen phosphorylase inhibitors is presented. SAR and functional assay data are discussed, along with the effect of a single inhibitor on blood glucose in a diabetic animal model. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00798-4
• 作为产物：
  描述：

  丁炔二酸二甲酯 、 苄胺 以 甲醇 为溶剂， 生成 (E)-<1,2-bis(methoxycarbonyl)vinyl>aminotoluene
  参考文献：
  名称：

  Glucose-lowering in a db/db mouse model by dihydropyridine diacid glycogen phosphorylase inhibitors

  摘要：

  The synthesis of a series of novel dihdyropyridine diacid glycogen phosphorylase inhibitors is presented. SAR and functional assay data are discussed, along with the effect of a single inhibitor on blood glucose in a diabetic animal model. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00798-4

文献信息

• Synthesis of polysubstituted 1,4-dihydropyridines via three-component reaction
  作者：Saeed Balalaie、Leila Baoosi、Fatemeh Tahoori、Frank Rominger、Hamid Reza Bijanzadeh

  DOI：10.1016/j.tet.2012.10.082

  日期：2013.1

  An efficient one-pot synthesis of novel N-substituted 1,4-dihydropyridine derivatives via a three-component reaction of primary amines, dialkyl acetylenedicarboxylates, and methyl (arylmethylidene) pyruvates has been reported. The reaction is performed using ZnCl2 (40 mol %) in dichloroethane in good to high yields through a domino Michael/cyclization sequence. Notably, the ready availability of the

  已经报道了通过伯胺，乙酰二羧酸二烷基酯和丙酮酸甲基（芳基亚甲基）的三组分反应有效地一锅合成新型的N-取代的1，4-二氢吡啶衍生物。通过多米诺迈克尔/环化序列，使用在二氯乙烷中的ZnCl 2（40mol％）以良好或高收率进行反应。值得注意的是，起始原料的易得性，高键形成效率，良好至高收率以及高水平的反应和后处理实用性使该方法成为获得N-取代的1,4-二氢吡啶的有吸引力的互补方法。
• Catalyst‐Free Transfer Hydrogenation from Amine‐Borane Small Oligomers
  作者：Louis Le Moigne、Tommaso Posenato、David Gajan、Jennifer Lesage de la Haye、Jean Raynaud、Emmanuel Lacôte

  DOI：10.1002/chem.202300145

  日期：2024.1.2

  were prepared via capping agent-controlled AA/BB polycondensation. Solid-state NMR spectroscopy, Differential Scanning Calorimetry and reactivity in catalyst-free transfer hydrogenations – to aldehydes, imines, electron-poor alkenes and alkynes – were used to assess how the oligomers bridge the gap between molecular amine-boranes and poly(amine-borane)s.

  通过封端剂控制的 AA/BB 缩聚反应制备了小型富氢胺硼烷低聚物。固态核磁共振波谱、差示扫描量热法和无催化剂转移氢化（醛、亚胺、缺电子烯烃和炔烃）的反应性用于评估低聚物如何弥合分子胺硼烷和聚（胺-硼烷）之间的差距。硼烷）s。
• Glucose-lowering in a db/db mouse model by dihydropyridine diacid glycogen phosphorylase inhibitors
  作者：Anthony K. Ogawa、Chris A. Willoughby、Raynald Bergeron、Kenneth P. Ellsworth、Wayne M. Geissler、Robert W. Myers、Jun Yao、Georgianna Harris、Kevin T. Chapman

  DOI：10.1016/s0960-894x(03)00798-4

  日期：2003.10

  The synthesis of a series of novel dihdyropyridine diacid glycogen phosphorylase inhibitors is presented. SAR and functional assay data are discussed, along with the effect of a single inhibitor on blood glucose in a diabetic animal model. (C) 2003 Elsevier Ltd. All rights reserved.