(Z)-N-(4-methoxy-2-methyl-1-methylene-2-butenyl)morpholine | 129154-86-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: (Z)-N-(4-methoxy-2-methyl-1-methylene-2-butenyl)morpholine
• 英文别名: 4-[(3Z)-5-methoxy-3-methylpenta-1,3-dien-2-yl]morpholine
• CAS: 129154-86-5
• 化学式: C₁₁H₁₉NO₂
• 分子量: 197.277
• InChiKey: JEAGRAPEQZZXOP-WMZJFQQLSA-N

物化性质

• 沸点：
  326.2±42.0 °C(Predicted)
• 密度：
  0.986±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-N-(4-methoxy-2-methyl-1-methylene-2-butenyl)morpholine 在 sodium acetate 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 9.0h， 生成 (2Z)-1-methoxy-3-methyl-7-nitro-6-phenylhept-2-en-4-one
  参考文献：
  名称：

  Barluenga, Jose; Aznar, Fernando; Cabal, Maria-Paz, Journal of the Chemical Society. Perkin transactions I, 1990, p. 633 - 638

  摘要：

  DOI：
• 作为产物：
  描述：

  吗啉 、 (Z)-5-methoxy-3-methyl-3-penten-1-yne 在 mercury(II) diacetate 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以56%的产率得到(Z)-N-(4-methoxy-2-methyl-1-methylene-2-butenyl)morpholine
  参考文献：
  名称：

  Catalytic aminomercuration reactions of 3-alken-1-ynes: an improved method for the synthesis of 2-amino-1,3-butadienes and 1-aza-1,3-butadienes

  摘要：

  Catalytic aminomercuration of 3-alken-1-ynes leads to 1-aza-1,3-butadienes and 2-amino-1,3-butadienes. Under appropriate reaction conditions it is possible to prepare these compounds via mercuration of 3-alken-1-ynes in the presence of either aromatic or aliphatic primary and secondary amines. Depending on the substituents in the starting 3-alken-1-yne, the mercuration reaction may afford gamma-amino enamines instead of 2-amino-1,3-butadienes and 3-imino amines or 4-amino-1-aza-1,3-butadienes instead of 1-aza-1,3-butadienes.

  DOI：

  10.1021/jo00021a039

文献信息

• Reactivity of 2-morpholinobutadienes with heterocumulenes: Stereoselective synthesis of thiins and new 2-morpholinobutadiene derivatives
  作者：José Barluenga、Fernando Aznar、Carlos Valdés、Fernando López Ortiz

  DOI：10.1016/s0040-4039(00)97853-5

  日期：1990.1

  2-Morpholinobutadienes have been found to show different behaviour in the reaction with isocyanates and isothiocyanates. While isocyanates give rise always to open chain compounds, isothiocyanates yield mainly thiin1 derivatives.

  已经发现2-甲硫基丁二烯在与异氰酸酯和异硫氰酸酯的反应中显示出不同的行为。尽管异氰酸酯总是产生开链化合物，但异硫氰酸酯主要产生噻吩1衍生物。
• Reactions of 2‐Amino‐1,3‐butadienes and Fischer Alkynyl Carbenes: Up to Nine C−C Bonds and Seven Stereogenic Centers Created in a Stereoselective Manner through a Cascade Process
  作者：José Barluenga、Fernando Aznar、Sofía Barluenga、Mónica Fernández、Alfredo Martín、Santiago García‐Granda、Alejandro Piñera‐Nicolás

  DOI：10.1002/(sici)1521-3765(19981102)4:11<2280::aid-chem2280>3.0.co;2-#

  日期：1998.11.2
• Stereoselective Synthesis of Seven-Membered Carbocycles from 2-Amino-1,3-butadienes and Vinyl Chromium Fischer-Type Carbenes
  作者：Jose Barluenga、Fernando Aznar、Alfredo Martin、Jesus T. Vazquez

  DOI：10.1021/ja00142a006

  日期：1995.9

  Seven-membered ring carbocycles are prepared by reaction of easily avaliable 2-amino-1,3-butadienes with vinyl Fischer carbenes. Hydrolysis of the cycloadduct initially formed gives rise to cyclohepta-1,3-diones with total regio- and stereoselectivity in a one-pot process. When 2-aminobutadienes bearing a prolinol derivative as a chiral auxiliary are used, the corresponding cyclic diketones are obtained with very high enantiomeric excesses. The absolute configuration of the stereogenic centers generated was determined with the aid of ROESY and CD measurements.
• BARLUENGA, JOSE;AZNAR, FERNANDO;CABAL, MARIA-PAZ;VALDES, CARLOS, J. CHEM. SOC. PERKIN TRANS. PT 1,(1990) N, C. 633-638
  作者：BARLUENGA, JOSE、AZNAR, FERNANDO、CABAL, MARIA-PAZ、VALDES, CARLOS

  DOI：——

  日期：——
• BARLUENGA, JOSE;AZNAR, FERNANDO;VALDES, CARLOS;FERNANDO, LOPEZ ORTIZ, TETRAHEDRON LETT., 31,(1990) N6, C. 5237-5240
  作者：BARLUENGA, JOSE、AZNAR, FERNANDO、VALDES, CARLOS、FERNANDO, LOPEZ ORTIZ

  DOI：——

  日期：——