N-Butyliden-β-phenaethylamin | 90496-15-4

• 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: N-Butyliden-β-phenaethylamin
• 英文别名: N-(2-phenylethyl)butan-1-imine
• CAS: 90496-15-4
• 化学式: C₁₂H₁₇N
• 分子量: 175.274
• InChiKey: NBBPXMRLEHGMIV-UHFFFAOYSA-N

物化性质

• 沸点：
  280.4±23.0 °C(Predicted)
• 密度：
  0.87±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-Butyliden-β-phenaethylamin 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 N-Butyl-2-phenylethylamine
  参考文献：
  名称：

  A Convergent One-Pot Synthesis of Secondary Amines via Aza-Wittig Reaction

  摘要：

  Secondary amines are obtained in moderate-good yields by reduction of crude imines prepared from N-alkyltriethoxyiminophosphoranes and aldehydes via the aza-Wittig reaction. N-Alkyltriethoxyiminophosphoranes are synthesized by one-pot azidation of alkyl bromides followed by Staudinger reaction.

  DOI：

  10.1080/00397919208021323
• 作为产物：
  描述：

  Hexyl-phosphorimidic acid triethyl ester 、 正丁醛 以 苯 为溶剂， 反应 3.0h， 生成 N-Butyliden-β-phenaethylamin
  参考文献：
  名称：

  A Convergent One-Pot Synthesis of Secondary Amines via Aza-Wittig Reaction

  摘要：

  Secondary amines are obtained in moderate-good yields by reduction of crude imines prepared from N-alkyltriethoxyiminophosphoranes and aldehydes via the aza-Wittig reaction. N-Alkyltriethoxyiminophosphoranes are synthesized by one-pot azidation of alkyl bromides followed by Staudinger reaction.

  DOI：

  10.1080/00397919208021323

文献信息

• One-Pot Preparation of Chiral .BETA.-Amino Esters by Rhodium-Catalyzed Three-Components Coupling Reaction.
  作者：Toshio Honda、Hitoshi Wakabayashi、Kazuo Kanai

  DOI：10.1248/cpb.50.307

  日期：——

  Chiral beta-amino esters are synthesized in one-pot from three components, amines, aldehydes, and ethyl bromoacetate, under the rhodium-catalyzed Reformatsky-type reaction condition, where complete diastereoselection is achieved in the nucleophilic addition step of ethyl bromoacetate to the imines prepared in

  在铑催化的Reformatsky型反应条件下，由三种组分（胺，醛和溴乙酸乙酯）一锅合成手性β-氨基酯，其中在溴乙酸乙酯与亚胺的亲核加成步骤中实现了完全的非对映选择性。准备在
• Facile synthesis and in vitro properties of 1-alkyl- and 1-alkyl-N-propargyl-1,2,3,4-tetrahydroisoquinoline derivatives on PC12 cells
  作者：Michikazu Kitabatake、Junko Nagai、Kenji Abe、Yukihiro Tsuchiya、Keita Ogawa、Takashi Yokoyama、Kunihiko Mohri、Kyoji Taguchi、Yoshie Horiguchi

  DOI：10.1016/j.ejmech.2009.04.035

  日期：2009.10

  The synthesis of several 1-alkyl-1,2,3,4-tetrahydroisoquinolines, which may play an important role in Parkinson's disease, has been achieved by modified Pictet-Spengler cyclization of the formyliminium ion. The direct cytotoxicity and preventative effects towards MPP+-mediated death of PC12 cells were estimated. The cytotoxicities of 1-alkyl-TIQs were apoptotic and depended on their lipophilic properties. Conversely, introducing the N-propargyl substituent reduced cytotoxicity. 1-Methyl-, 1-methyl-N-propargyl- and 1-cyclopropyl-TIQ partially inhibited MPP+-induced cell death, whereas relatively large alkyl substituents at the first position did not enhance the viability of PC12 cells. In summary, our findings suggest a crucial role for the N-propargyl functional group for the effective reduction of cytotoxicity, and show the importance of size and lipophilicity of substituents at the 1-position of 1-alkyl TIQs. (C) 2009 Elsevier Masson SAS. All rights reserved.