5-Dimethylamino-2-methoxycarbonyl-penta-2,4-diensaeuremethylester | 26932-73-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5-Dimethylamino-2-methoxycarbonyl-penta-2,4-diensaeuremethylester
• 英文别名: dimethyl N,N-dimethylaminopropylidenemalonate；Methyl-trans-5-dimethylamino-2-carbomethoxypentadiencarboxylat；4-Dimethylamino-1,1-bis-methoxycarbonyl-butadien-(1,3)；1,3-Dimethyl 2-[3-(dimethylamino)prop-2-EN-1-ylidene]propanedioate；dimethyl 2-[3-(dimethylamino)prop-2-enylidene]propanedioate
• CAS: 26932-73-0
• 化学式: C₁₀H₁₅NO₄
• 分子量: 213.233
• InChiKey: WMQKUULYWCSUGA-UHFFFAOYSA-N

物化性质

• 沸点：
  253.0±30.0 °C(Predicted)
• 密度：
  1.094±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-Dimethylamino-2-methoxycarbonyl-penta-2,4-diensaeuremethylester 以 四氢呋喃 为溶剂， 生成 ((2E,4E)-2-Hepta-2,4-dien-6-ynylidene)-malonic acid dimethyl ester
  参考文献：
  名称：

  Synthesis of trienic ?-dimethylaminocarbonyl compounds

  摘要：

  DOI：

  10.1007/bf00921655
• 作为产物：
  描述：

  1,3,3-Tris-dimethylamino-propen-(1) 以 乙醚 为溶剂， 反应 0.08h， 生成 5-Dimethylamino-2-methoxycarbonyl-penta-2,4-diensaeuremethylester
  参考文献：
  名称：

  Reaction of ?-dimethylaminoacrolein aminal with alcohols and CH-acids

  摘要：

  DOI：

  10.1007/bf00955292

文献信息

• Orthoamide. L. Beiträge zur Chemie von Propiolaldehydaminalen - Synthesen und Umsetzungen zu Push-Pull-substituierten Buta-1,3-dienen, Cyclobutanen sowie vinylogen Amidiniumsalzen und 1,2,3-Triazolen
  作者：Michael Kiesel、Erwin Haug、Willi Kantlehner

  DOI：10.1002/prac.19973390130

  日期：——

  Tert-butylaminalester 5 reacts with terminal alkynes to give aminals of substituted propiolaldehydes 3c,d. The aminal 3a is accessible from N,N,N,N'-tetramethylformamidinium chloride (7b) and sodium acetylide. The aminals 3b,c can also be prepared from bis(dimethylamino)acetonitrile 8 and terminal alkynes in the presence of sodium hydride. The nitrile 8 is also useful for the preparation of the bis-aminal of acetylenedialdehyde 6. The aminal 3e can be transaminated by heating with secondary amines to give the aminals 3f-i. The aminals 3a-i react with strong CH2-acidic compounds (pK(a) between 9 and 14) to give the 1-dialkylamino-1,3-butadienes 10. The isomeric 1-dialkylamino-butadienes 18 can be obtained from the condensation of the CH-acidic cinnamic acid derivatives 19 with dimethylformamidedimethylacetal. CH and NH-acidic compounds as cyanacetamide react with the aminals 3c,e exclusively with the acidic methylene group to produce the enamines 10h,t. The acylformamidine 21 can be obtained from 10t and tert-butylaminalester 5. The pyridone 22 is accessible from the condensation product 10h by thermal cyclization. The pyrido[2,3-d]pyrimidine 26 is formed in the reaction of the 6-amino-uracile 23 with the aminal 3a. In an unexpected reaction the 1,2-bis(cyano-dialkylaminomethylene)-cyclobutanes 28a-d result from the action of trimethylsilylcyanide on the aminals 3e-h. The corresponding reaction with trimethylsilylisothiocyanate affords the vinylogous amidinium thiocyanates 34a,b. In the reaction of trimethylsilylazide and the aminals 3 are produced the 4-(dialkylaminomethylene)-4H-1,2,3-triazoles 38.
• Bredereck,H. et al., Chemische Berichte, 1970, vol. 103, p. 222 - 235
  作者：Bredereck,H. et al.

  DOI：——

  日期：——
• Synthesis of estees of ?-aminopentadiene-carboxylic acids
  作者：Zh. A. Krasnaya、T. S. Stytsenko、E. P. Prokof'ev、V. F. Kucherov

  DOI：10.1007/bf00929384

  日期：1973.9
• Blake, Alexander J.; McNab, Hamish; Monahan, Lilian C., Journal of the Chemical Society. Perkin transactions II, 1991, # 12, p. 2003 - 2010
  作者：Blake, Alexander J.、McNab, Hamish、Monahan, Lilian C.

  DOI：——

  日期：——
• Reaction of ?-dimethylaminoacrolein aminal with alcohols and CH-acids
  作者：Zh. A. Krasnaya、T. S. Stytsenko

  DOI：10.1007/bf00955292

  日期：1981.5