Eth-(E)-ylidene-trimethylsilanyl-amine | 115524-67-9

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: Eth-(E)-ylidene-trimethylsilanyl-amine
• 英文别名: N-trimethylsilylethanimine
• CAS: 115524-67-9
• 化学式: C₅H₁₃NSi
• 分子量: 115.25
• InChiKey: AYBXPEILJYSCSB-UHFFFAOYSA-N

物化性质

• 沸点：
  103.8±23.0 °C(Predicted)
• 密度：
  0.75±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.91
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  溴甲苯 、 Eth-(E)-ylidene-trimethylsilanyl-amine 在 lithium 作用下， 以 乙醚 为溶剂， 以23%的产率得到非那明
  参考文献：
  名称：

  Convenient Access to Primary Amines by Employing the Barbier-Type Reaction of N-(Trimethylsilyl)imines Derived from Aromatic and Aliphatic Aldehydes

  摘要：

  A new versatile preparation of primary amines via benzylation of aromatic and aliphatic aldimines is described. Sonochemical and traditional methods for generation of the reactive intermediates are compared and contrasted. Competitive reactions were analyzed via free energy relationships to support the proposed alkylative mechanism.

  DOI：

  10.1021/jo971061r
• 作为产物：
  描述：

  乙醛 、 lithium hexamethyldisilazane 以 乙醚 为溶剂， 反应 0.5h， 生成 Eth-(E)-ylidene-trimethylsilanyl-amine
  参考文献：
  名称：

  Convenient Access to Primary Amines by Employing the Barbier-Type Reaction of N-(Trimethylsilyl)imines Derived from Aromatic and Aliphatic Aldehydes

  摘要：

  A new versatile preparation of primary amines via benzylation of aromatic and aliphatic aldimines is described. Sonochemical and traditional methods for generation of the reactive intermediates are compared and contrasted. Competitive reactions were analyzed via free energy relationships to support the proposed alkylative mechanism.

  DOI：

  10.1021/jo971061r

文献信息

• Trans-4-methyl-3-imidazoyl pyrrolidine as a potent, highly selective histamine H3 receptor agonist in vivo
  作者：Neng-Yang Shih、Robert Aslanian、Andrew T. Lupo、Steve Orlando、John J. Piwinski、Michael J. Green、Ashit K. Ganguly、Robert West、Salvatore Tozzi、William Kreutner、John A. Hey

  DOI：10.1016/s0960-894x(98)00020-1

  日期：1998.2

  discovery of trans-4-methyl-3-imidazoyl pyrrolidine (+/-)-3a as a potent and highly selective H3 agonist. The pyrroline (+/-)-3a was resolved, and its (+) enantiomer, Sch 50971 [(+)-3a], showed a greater separation of H3 and H1 activities in vivo (H3/H1 ratio >> 330) than (R)-alpha-methylhistamine (+)-1 (H3/H1 ratio = 17), the standard H3 agonist.

  Immepyr（+）-2的广泛结构修饰导致反式-4-甲基-3-咪唑基吡咯烷（+/-）-3a作为有效且高度选择性的H3激动剂的发现。解析了吡咯啉（+/-）-3a，其（+）对映异构体Sch 50971 [（+）-3a]与体内H3和H1活性的分离程度更大（H3 / H1比>> 330） （R）-α-甲基组胺（+）-1（H3 / H1比= 17），是标准的H3激动剂。
• Thermal reactions of acyloxy and alkoxy carbene complexes with imines: metathesis, acetate rearrangements, and a new route to imino carbene complexes via Peterson type eliminations
  作者：Christopher K. Murray、Benjamin P. Warner、Vera Dragisich、William D. Wulff、Robin D. Rogers

  DOI：10.1021/om00162a028

  日期：1990.12
• Synthesis and NMR properties of derivatives of 5,6-dihydroborauracil and 5,6-dihydroborathymine
  作者：Tomasz Ruman、Karolina Długopolska、Anna Kuśnierz、Wojciech Rode

  DOI：10.1016/j.bioorg.2009.07.004

  日期：2009.10

  Novel boron compounds, a series of 4-hydroxy-5,6-dihydroborauracil and 4-hydroxy-5,6-dihydroborathymine derivatives containing various substituents at 3-, 5-and 6-positions, is presented. The spectroscopic properties, along with analyses of NMR-controlled boron compound-alcohol and boron compound-amine interactions, proves the existence of sp(3)-hybridized, stable B, B-bis-methoxy-5,6-dihydroborauracils and pyridine-/n-butylamine-5,6-dihydroborauracils ate-complexes in solution. (C) 2009 Elsevier Inc. All rights reserved.
• Convenient Access to Primary Amines by Employing the Barbier-Type Reaction of <i>N</i>-(Trimethylsilyl)imines Derived from Aromatic and Aliphatic Aldehydes
  作者：Ferenc Gyenes、Kathryn E. Bergmann、John T. Welch

  DOI：10.1021/jo971061r

  日期：1998.5.1

  A new versatile preparation of primary amines via benzylation of aromatic and aliphatic aldimines is described. Sonochemical and traditional methods for generation of the reactive intermediates are compared and contrasted. Competitive reactions were analyzed via free energy relationships to support the proposed alkylative mechanism.