N-(trans-2-hexen-1-yl)-N-methylamine | 147396-76-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(trans-2-hexen-1-yl)-N-methylamine
• 英文别名: (E)-N-methylhex-2-enamine；(Hex-2-en-1-yl)(methyl)amine；(E)-N-methylhex-2-en-1-amine
• CAS: 147396-76-7
• 化学式: C₇H₁₅N
• 分子量: 113.203
• InChiKey: ACZVDLNGAPRJPR-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(trans-2-hexen-1-yl)-N-methylamine 在 Rh₂(4(S)-MPPIM)4 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 11.5h， 生成 (1S,5R,6R)-3-Methyl-6-propyl-3-aza-bicyclo[3.1.0]hexan-2-one
  参考文献：
  名称：

  Highly Enantioselective Intramolecular Cyclopropanation Reactions of N-Allylic-N-methyldiazoacetamides Catalyzed by Chiral Dirhodium(II) Carboxamidates

  摘要：

  Catalytic diazo decomposition of representative N-allylic-N-methyldiazoacetamides produced the corresponding intramolecular cyclopropanation products in good to excellent yields and with exceptional enantiocontrol. In the simplest case, with N-allyl-N-methyldiazoacetamide, catalysis by dirhodium(II) tetrakis[methyl 2-oxapyrrolidine-5(S)-carboxylate], Rh-2(5(S)-MEPY)(4), achieved the highest yield and enantioselectivity (93% eel. Dirhodium(II) tetrakis[methyl 2-oxo-1-(3-phenylpropanoyl)imidazolidin-4(S)-carboxylate] Rh-2(4S)-MPPIM)(4), was preferred for substituted N-allylic-N-methyldiazoacetamides from which 92-95% ee's were obtained in intramolecular cyclopropanation reactions (88-95% yields), even when the catalyst was employed in only 0.1 mol %, Competition with intramolecular dipolar cycloaddition was minimized with the use of N-methyldiazoacetamides relative to N-tert-butyldiazoacetamides.

  DOI：

  10.1021/jo9519219
• 作为产物：
  描述：

  (E)-1-bromo-2-hexene 在 氢氧化钾 、 18-冠醚-6 、 水 、 potassium hydride 作用下， 以 甲醇 、 乙醚 、 paraffin 为溶剂， 反应 27.0h， 生成 N-(trans-2-hexen-1-yl)-N-methylamine
  参考文献：
  名称：

  Highly Enantioselective Intramolecular Cyclopropanation Reactions of N-Allylic-N-methyldiazoacetamides Catalyzed by Chiral Dirhodium(II) Carboxamidates

  摘要：

  Catalytic diazo decomposition of representative N-allylic-N-methyldiazoacetamides produced the corresponding intramolecular cyclopropanation products in good to excellent yields and with exceptional enantiocontrol. In the simplest case, with N-allyl-N-methyldiazoacetamide, catalysis by dirhodium(II) tetrakis[methyl 2-oxapyrrolidine-5(S)-carboxylate], Rh-2(5(S)-MEPY)(4), achieved the highest yield and enantioselectivity (93% eel. Dirhodium(II) tetrakis[methyl 2-oxo-1-(3-phenylpropanoyl)imidazolidin-4(S)-carboxylate] Rh-2(4S)-MPPIM)(4), was preferred for substituted N-allylic-N-methyldiazoacetamides from which 92-95% ee's were obtained in intramolecular cyclopropanation reactions (88-95% yields), even when the catalyst was employed in only 0.1 mol %, Competition with intramolecular dipolar cycloaddition was minimized with the use of N-methyldiazoacetamides relative to N-tert-butyldiazoacetamides.

  DOI：

  10.1021/jo9519219

文献信息

• A new version of the reverse-Cope elimination initiated by the nucleophilic addition of allylamines to nitrones: a synthesis of vicinal diamines
  作者：Michael B. Gravestock、David W. Knight、K. M. Abdul Malik、Steven R. Thornton

  DOI：10.1039/b003959o

  日期：——

  are successful, giving the trans-oxadiazinanes 24, 33 and the stereoisomers 38 and 39 from linalylamine 37, but only when the terminus of the allylamine is unsubstituted are the reactions efficient. A range of N-alkylallylamines 43, 45, 47 and 49, however, react smoothly with nitrone 8, as competing imine formation is precluded. Various mechanistic aspects are discussed, along with the effects of aryl

  尝试在与被保护的烯丙胺6进行对映选择性[1,3]偶极环加成反应中使用糖衍生的硝酮1只是部分成功，得到了预期加合物的混合物7。但是，硝酮1和未保护的烯丙胺11之间的反应遵循不同的途径，涉及通过胺，反向应对 环化和Meisenheimer重排导致1,2,5- oxadiazinanes 12和13。与类似的反应苯甲醛衍生的硝酮8是成功的，赋予反-oxadiazinanes 24，33和立体异构体38和39从芳基胺 如图37所示，但是只有当烯丙基胺的末端未被取代时，反应才有效。的范围Ñ -alkylallylamines 43，45，47和49，但是，与硝酮顺利反应8，如竞争性亚胺排除形成。讨论了各种机械方面，以及以下方面的影响：芳基在N-苄基烯丙胺57中和在硝酮8的4-位（59）处的取代基，没有发现可以提高总反应速率的取代基。最初的恶二嗪酮可用作氨基羟胺69和邻位的前体二胺衍生物70。
• Retro-Cope eliminations in the synthesis of 1,2,5-oxadiazinanes from allylamines and nitrones: a method for the amination of unactivated alkenes
  作者：Michael B. Gravestock、David W. Knight、Steven R. Thornton

  DOI：10.1039/c39930000169

  日期：——

  Heating an allylamine (e.g.9) and a nitrone (e.g.10) in an inert solvent produces often excellent yields of a 1,2,5-oxadiazinane (e.g.11) by a pathway which features a retro-Cope elimination and a Meisenheimer rearrangement; reduction of the oxadiazinanes leads to vicinal diamines and hence overall amination of the alkene function in the original allylamine.

  在惰性溶剂中加热烯丙胺（例如9）和硝酮（例如10）通常会通过具有逆向交配消除和迈森海默重排的途径产生极佳的1,2,5-恶二嗪烷（例如11）收率；恶二氮嗪酮的还原导致邻位二胺，因此使原始烯丙胺中的烯烃功能整体胺化。
• Combinatorial Synthesis of Libraries of Macrocyclic Compounds Useful in Drug Discovery
  申请人：Deslongchamps Pierre

  公开号：US20070117154A1

  公开（公告）日：2007-05-24

  A library of macrocyclic compounds of the formula (I) where part (A) is a bivalent radical, a —(CH 2 ) y — bivalent radical or a covalent bond; where part (B) is a bivalent radical, a —(CH 2 ) z — bivalent radical, or a covalent bond; where part (C) is a bivalent radical, a —(CH 2 ) t — bivalent radical, or a covalent bond; and where part (T) is a —Y-L-Z- radical where in Y is CH 2 or CO, Z is NH or O and L is a bivalent radical. These compounds are useful for carrying out screening assays or as intermediates for the synthesis of other compounds of pharmaceutical interest. A process for the preparation of these compounds in a combinatorial manner, is also disclosed.

  公式（I）的大环化合物库，其中部分（A）是二价基团，a—（CH2）y—二价基团或共价键; 部分（B）是二价基团，a—（CH2）z—二价基团或共价键; 部分（C）是二价基团，a—（CH2）t—二价基团或共价键; 而部分（T）是—Y-L-Z-基团，其中Y是CH2或CO，Z是NH或O，L是二价基团。这些化合物可用于进行筛选分析或作为制备其他药物化合物的中间体。还公开了一种以组合方式制备这些化合物的方法。
• ALL SOLID STATE SECONDARY BATTERY, SOLID ELECTROLYTE COMPOSITION USED THEREFOR, ELECTRODE SHEET FOR BATTERY, AND METHOD FOR MANUFACTURING ELECTRODE SHEET FOR BATTERY AND ALL SOLID STATE SECONDARY BATTERY
  申请人：FUJIFILM Corporation

  公开号：US20170288144A1

  公开（公告）日：2017-10-05

  Provided are an all solid state secondary battery having a positive electrode active material layer, an inorganic solid electrolyte layer, and a negative electrode active material layer in this order, in which at least one layer of the positive electrode active material layer, the inorganic solid electrolyte layer, or the negative electrode active material layer includes a polymer and an inorganic solid electrolyte, in which the polymer is a crosslinking polymer having both of hetero atoms and carbon-carbon unsaturated bonds not contributing to aromaticity in a main chain, and the inorganic solid electrolyte contains a metal belonging to Group I or II of the periodic table and has an ion conductivity of the metal being contained, a solid electrolyte composition being used therefor, an electrode sheet for a battery, and a method for manufacturing an electrode sheet for a battery and an all solid state secondary battery.
• US7169899B1
  申请人：——

  公开号：US7169899B1

  公开（公告）日：2007-01-30