(E)-N-(α-methylcinnamylidene)-methylamine | 159597-52-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-N-(α-methylcinnamylidene)-methylamine
• 英文别名: (E)-N-(α-methylcinnamylidene)methylamine
• CAS: 159597-52-1
• 化学式: C₁₁H₁₃N
• 分子量: 159.231
• InChiKey: SSJVWQIUFYUUIR-AXDLQRQNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.79
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (E)-N-(α-methylcinnamylidene)-methylamine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.33h， 生成 (E)-N,2-dimethyl-3-phenylprop-2-en-1-amine
  参考文献：
  名称：

  Synthesis and structure-activity relationships of naftifine-related allylamine antimycotics

  摘要：

  Naftifine (1) is the first representative of the new antifungal allylamine derivatives. Its biological activity is strictly bound to specific structural requirements that are unrelated to those of known antifungals. A tertiary allylamine function seems to be a prerequisite for activity against fungi. By systematic variation of the individual structural elements in 1, detailed structure-activity relationships are defined in which the phenyl ring is the structural feature permitting the widest variations. Versatile synthetic routes to allylamine derivatives and comparative biological data are presented.

  DOI：

  10.1021/jm00151a019
• 作为产物：
  描述：

  反式-alpha-甲基肉桂醛 以90%的产率得到
  参考文献：
  名称：

  Arrastia Iosune, Arrieta Ana, Ugalde Jesus M., Cossio Fernando P., Lecea +, Tetrahedron Lett, 35 (1994) N 42, S 7825-7828

  摘要：

  DOI：

文献信息

• Solvent and Substituent Effects in the Periselectivity of the Staudinger Reaction between Ketenes and α,β-Unsaturated Imines. A Theoretical and Experimental Study
  作者：Begoña Lecea、Iosune Arrastia、Ana Arrieta、Guillermo Roa、Xabier Lopez、M. Isabel Arriortua、Jesus M. Ugalde、Fernando P. Cossío

  DOI：10.1021/jo951867w

  日期：1996.1.1

  The outcome of the cycloaddition between activated ketenes and alpha,beta-unsaturated imines has been investigated both experimentally and theoretically. Our results indicate that activated monosubstituted ketenes yield exclusively [2 + 2] cycloadducts. Disubstituted activated ketenes yield [2 + 2] and/or [4 + 2] cycloadducts. In one case, an unexpected piperidin-2-one has been obtained, although its

  已经在实验和理论上研究了活化的烯酮和α，β-不饱和亚胺之间的环加成反应的结果。我们的结果表明，活化的单取代乙烯酮仅产生[2 + 2]个环加合物。双取代的活化乙烯酮可产生[2 + 2]和/或[4 + 2]环加合物。在一种情况下，已经获得了意外哌啶-2-酮，尽管其相对丰度相对于所述相应的[2 + 2]或[4 + 2] cycloadducts可以通过实验条件的适当选择被最小化。已经测试了不同的从头算和半经验方法解释这些结果的能力。在MP2 / 6-31G的理论水平上，考虑到溶剂的影响，可以达到理论与实验之间的最佳一致性。在RHF级别的半经验哈密顿量AM1，
• Theoretical and experimental studies on the periselectivity of the cycloaddition reaction between activated ketenes and conjugated imines
  作者：Iosune Arrastia、Ana Arrieta、Jesus M. Ugalde、Fernando P. Cossío、Begoña Lecea

  DOI：10.1016/0040-4039(94)80128-2

  日期：1994.10

  Theoretical and experimental studies on the cycloaddition between methoxyketene and a model conjugated imine predict the preferential formation of the [2+2] cycloadduct. A configuration interaction level of theory is required to reproduce correctly the observed periselectivity.

  关于甲氧基烯酮与模型共轭亚胺之间的环加成反应的理论和实验研究预测了[2 + 2]环加合物的优先形成。需要理论上的配置相互作用水平才能正确地再现观察到的周边选择性。
• KOMATSU, MITSUO;YAMAMOTO, SHINJI;OHSHIRO, YOSHIKI;AGAWA, TOSHIO, TETRAHEDRON LETT., 1981, 22, N 38, 3769-3772
  作者：KOMATSU, MITSUO、YAMAMOTO, SHINJI、OHSHIRO, YOSHIKI、AGAWA, TOSHIO

  DOI：——

  日期：——
• ADLER B.; BURTZLAFF C.; DUSCHEK C.; OHL J.; SCHMIDT H.; ZECH W., J. PRAKT. CHEM., 1978, 320, NO 6, 904-916
  作者：ADLER B.、 BURTZLAFF C.、 DUSCHEK C.、 OHL J.、 SCHMIDT H.、 ZECH W.

  DOI：——

  日期：——