(E)-N-methyl-N-<3-(1-naphthyl)-2-propenyl>-1-benzylamine | 98977-52-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E)-N-methyl-N-<3-(1-naphthyl)-2-propenyl>-1-benzylamine
• 英文别名: (E)-N-benzyl-N-methyl-3-(naphthalen-4-yl)prop-2-en-1-amine；(E)-N-benzyl-N-methyl-3-naphthalen-1-ylprop-2-en-1-amine
• CAS: 98977-52-7
• 化学式: C₂₁H₂₁N
• 分子量: 287.404
• InChiKey: MCCBIDHRVFFWQE-RIYZIHGNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (E)-3-(1-naphthyl)prop-2-en-1-ol 在 四溴化碳 、 sodium carbonate 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 3.0h， 生成 (E)-N-methyl-N-<3-(1-naphthyl)-2-propenyl>-1-benzylamine
  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

文献信息

• Combining Copper-Catalyzed Hydroboration with Palladium-Catalyzed Suzuki Coupling for the One-pot Synthesis of Arylallylamines under Micellar Conditions
  作者：Pedro A. Horn、Roger K. Braun、Victória G. Isoppo、Jessie S. da Costa、Diogo S. Lüdtke、Angélica V. Moro

  DOI：10.1002/adsc.201700094

  日期：2017.7.3

  we report the one‐pot dual‐metal catalytic synthesis of arylallylamines, by combination of a Cu‐catalyzed hydroboration with a Pd‐catalyzed Suzuki arylation, using a broad range of aryl halides. Importantly, the reaction sequence was entirely performed in water, in the presence of small amounts of SPGS‐550M, without the need of solvent switch or addition of organic co‐solvents, rendering it operationally

  本文中，我们报告了通过广泛使用的芳基卤化物，通过铜催化的硼氢化与钯催化的Suzuki芳基化相结合的单锅双金属催化合成芳基烯丙胺的方法。重要的是，反应顺序完全在水中，有少量SPGS-550M的情况下进行，而无需溶剂转换或添加有机助溶剂，使其操作简单且对环境无害。这种方法学的有用性在药学上重要的化合物萘替芬的简短合成中得到了强调。