methyl 2-(methyleneamino)-acetate | 108180-11-6

• 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: methyl 2-(methyleneamino)-acetate
• 英文别名: Methyl 2-(methylideneamino)acetate
• CAS: 108180-11-6
• 化学式: C₄H₇NO₂
• 分子量: 101.105
• InChiKey: ZRGVTTCCASYOFN-UHFFFAOYSA-N

物化性质

• 沸点：
  127.0±42.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-(methyleneamino)-acetate 在 二氯化硫 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 生成
  参考文献：
  名称：

  Bossio, Ricardo; Marcaccini, Stefano; Pepino, Roberto, Heterocycles, 1986, vol. 24, # 9, p. 2411 - 2414

  摘要：

  DOI：
• 作为产物：
  描述：

  聚合甲醛 、 甘氨酸甲酯盐酸盐 反应 0.08h， 生成 methyl 2-(methyleneamino)-acetate
  参考文献：
  名称：

  Norbornenes in Inverse Electron-Demand Diels-Alder Reactions

  摘要：

  Significant differences in the reactivity of norbornene derivatives in the inverse electron-demand Diels-Alder reaction with tetrazines were revealed by kinetic studies. Substantial rate enhancement for the exo norbornene isomers was observed. Quantum-chemical calculations were used to rationalize and support the observed experimental data.

  DOI：

  10.1002/chem.201301838

文献信息

• Domino Reaction for the Synthesis of Polysubstituted Pyrroles and Lamellarin R
  作者：Jih Ru Hwu、Animesh Roy、Avijit Panja、Wen-Chieh Huang、Yu-Chen Hu、Kui-Thong Tan、Chun-Cheng Lin、Kuo-Chu Hwang、Ming-Hua Hsu、Shwu-Chen Tsay

  DOI：10.1021/acs.joc.0c01134

  日期：2020.8.7

  A three-component annulation reaction was developed for the synthesis of pyrroles, a class of compounds with various properties valuable to biomedical and polymer industries. Treatment of α-silylaryl triflates, Schiff bases, and alkynes generated polysubstituted pyrroles in good yields (61–86%) with regioselectivity. This domino reaction involved completion of five sequential steps in a single flask

  开发了三组分环合反应用于吡咯的合成，吡咯是一类具有各种特性的化合物，对生物医学和聚合物工业具有重要意义。α-甲硅烷基芳基三氟甲磺酸酯，席夫碱和炔烃的处理产生了具有高选择性（61-86％）且具有区域选择性的多取代吡咯。该多米诺反应涉及在单个烧瓶中完成五个连续步骤，包括通过1,2-消除形成芳烃，通过1,2-加成，席夫碱将烷基烷基化，通过1,2-加成，1,4-分子内质子转移，Hüisgen1,3-偶极环加成和脱氢芳构化。然后成功地将其用作合成天然产物lamellarin R的关键步骤。这一新反应代表了化学材料生产的高效，可持续过程。
• Interaction of 2-aryl-4-(dichloromethylidene)-1,3-oxazol-5(4H)-ones with methyl 2-isocyanoacetate
  作者：Oleg V. Shablykin、Vladimir M. Prokopenko、Vladimir S. Brovarets

  DOI：10.1007/s10593-016-1905-8

  日期：2016.6

  Consecutive reactions of 2-aryl-4-(dichloromethylidene)-1,3-oxazol-5(4H)-ones with methyl 2-isocyanoacetate and then with pyrrolidine, piperidine, or morpholine led to previously unknown derivatives of methyl 5-amino-4,5'-bi-1,3-oxazole-4'-carboxylate.

  2-芳基-4-（二氯亚甲基）-1,3-恶唑-5（4 H）-s与2-异氰基乙酸甲酯的连续反应，然后与吡咯烷，哌啶或吗啉的连续反应导致甲基5-氨基甲基的先前未知的衍生物-4,5'-联-1,3-恶唑-4'-羧酸盐。
• Supramolecular Compounds from Multiple Ugi Multicomponent Macrocyclizations:  Peptoid-based Cryptands, Cages, and Cryptophanes
  作者：Daniel G. Rivera、Ludger A. Wessjohann

  DOI：10.1021/ja060720r

  日期：2006.6.1

  The first 3-fold multicomponent macrocyclizations of trifunctional building blocks were developed to produce, in one pot, cryptands, cages, and cryptophanes with peptoid tethers carrying additional recognition motifs. The straightforward, efficient, and diversity-oriented fashion by which these complex macromulticycles are obtained is suitable for building combinatorial libraries of synthetic receptors with potential applicability in catalysis and supramolecular and coordination chemistry. The strategy also easily allows creation of asymmetric macromulticyclic cavities, with up to 20 new bonds formed in one pot.
• ——
  作者：SIKORSKI J. A. MISCHKE D.、 DUTRA G. A.

  DOI：——

  日期：——