methyl 2-(4-morpholinyl)acrylate | 128009-02-9

• 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-(4-morpholinyl)acrylate
• 英文别名: Methyl 2-morpholin-4-ylprop-2-enoate
• CAS: 128009-02-9
• 化学式: C₈H₁₃NO₃
• 分子量: 171.196
• InChiKey: VIHYTEWPRANVBF-UHFFFAOYSA-N

物化性质

• 沸点：
  279.0±40.0 °C(Predicted)
• 密度：
  1.111±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  pentacarbonyl(methoxyphenylmethylene)tungsten(0) 、 methyl 2-(4-morpholinyl)acrylate 以 四氢呋喃 为溶剂， 以49%的产率得到pentacarbonyl[(methoxycarbonyl)(morpholino)methylene]tungsten(0)
  参考文献：
  名称：

  Metal complexes of biologically important ligands, Part CXVIII. Metathesis of dehydro amino acids with Fischer carbene complexes: synthesis of complexes of amino acid- and peptide-α-carbenes and of isoindoles

  摘要：

  Metathesis of N-protected dehydro alanine esters with Fischer carbene complexes affords cl-amino acid metal carbenes O(CH2CH2)(2)N-C[=M(CO)(5)](CO2Me) (3) and Ph2C = N-C[=M(CO)(5)](CO2Et) (6) (M = Cr, Mo, W). The X-ray structural analysis of 6c shows the dominance of the zwitterionic form Ph2C = N = C[M(CO)(5)](CO2Et) in these complexes. Labeling of peptides by the M(CO)(5) fragment is demonstrated by the synthesis of Ph2C = N-C[=Cr(CO)(5)] CONHCH(CH2Ph)CO2Me (9). The strongly fluorescent isoindole 7 was obtained from the carbene complexes 6 and was characterized by X-ray diffraction. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(99)00296-x
• 作为产物：
  描述：

  吗啉 、 丙酮酸甲酯 在 三氯化砷 作用下， 以 乙醚 为溶剂， 以75%的产率得到methyl 2-(4-morpholinyl)acrylate
  参考文献：
  名称：

  Esters of 2-Dialkylamino-2-propenoic Aids

  摘要：

  在三氯化砷存在下，丙酮酸甲酯或叔丁酯与二甲胺、哌啶或吗啉反应，可得到代表δ,δ²-二脱氢丙氨酸衍生物和丙酮酸活性等价物的标题化合物（2a-d）。以 2,4-二氧戊二酸二甲酯的合成为例，说明了这些化合物的多功能反应性。

  DOI：

  10.1055/s-1990-26781

文献信息

• Brussa, David; Felluga,Fulvia; Nitti, Patrizia, Gazzetta Chimica Italiana, 1992, vol. 122, # 1, p. 85 - 87
  作者：Brussa, David、Felluga,Fulvia、Nitti, Patrizia、Pitacco, Giuliana、Valentin, Ennio

  DOI：——

  日期：——
• Esters of 2-Dialkylamino-2-propenoic Aids
  作者：Zdeněk Arnold

  DOI：10.1055/s-1990-26781

  日期：——

  The title compounds (2a-d), representing α,β-didehydroalanine derivatives and reactive equivalents of pyruvic acid, have been obtained by the reaction of methyl or tert-butyl pyruvate with dimethylamine, piperidine or morpholine in the presence of arsenous trichloride. The synthesis of dimethyl 2,4-dioxopentanedioate is given as an example of the versatile reactivity of these compounds.

  在三氯化砷存在下，丙酮酸甲酯或叔丁酯与二甲胺、哌啶或吗啉反应，可得到代表δ,δ²-二脱氢丙氨酸衍生物和丙酮酸活性等价物的标题化合物（2a-d）。以 2,4-二氧戊二酸二甲酯的合成为例，说明了这些化合物的多功能反应性。
• Metal complexes of biologically important ligands, Part CXVIII. Metathesis of dehydro amino acids with Fischer carbene complexes: synthesis of complexes of amino acid- and peptide-α-carbenes and of isoindoles
  作者：Harald Dialer、Kurt Polborn、Wolfgang Beck

  DOI：10.1016/s0022-328x(99)00296-x

  日期：1999.10

  Metathesis of N-protected dehydro alanine esters with Fischer carbene complexes affords cl-amino acid metal carbenes O(CH2CH2)(2)N-C[=M(CO)(5)](CO2Me) (3) and Ph2C = N-C[=M(CO)(5)](CO2Et) (6) (M = Cr, Mo, W). The X-ray structural analysis of 6c shows the dominance of the zwitterionic form Ph2C = N = C[M(CO)(5)](CO2Et) in these complexes. Labeling of peptides by the M(CO)(5) fragment is demonstrated by the synthesis of Ph2C = N-C[=Cr(CO)(5)] CONHCH(CH2Ph)CO2Me (9). The strongly fluorescent isoindole 7 was obtained from the carbene complexes 6 and was characterized by X-ray diffraction. (C) 1999 Elsevier Science S.A. All rights reserved.