3-methylhept-2(E)-enal | 56161-64-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-methylhept-2(E)-enal
• 英文别名: E-3-methyl-2-heptanal；(E)-3-methyl-2-heptenal；(E)-3-methylhept-2-enal；(E)-3-methyl-2-hepten-1-al；(E)-3-Methyl-hept-2-en-1-al；(2E)-3-methyl-2-heptenal
• CAS: 56161-64-9
• 化学式: C₈H₁₄O
• 分子量: 126.199
• InChiKey: DVBAJGKNAHJKGX-SOFGYWHQSA-N

物化性质

• 沸点：
  182.6±9.0 °C(Predicted)
• 密度：
  0.833±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-methylhept-2(E)-enal 在 lithium hydroxide 、 sodium azide 、 四氯化钛 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 丙酮 、 甲苯 为溶剂， 反应 86.5h， 生成 myxopyronin B
  参考文献：
  名称：

  Myxopyronin B analogs as inhibitors of RNA polymerase, synthesis and biological evaluation

  摘要：

  A series of myxopyronin B analogs has been prepared via a convergent synthetic route and were tested for in vitro inhibitory activity against DNA-dependent RNA polymerase and antibacterial activity against E. coli and S. aureus. The parent lead compound proved to be very sensitive to even small changes. Only the achiral desmethyl myxopyronin B (1a) provided enhanced potency. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.08.045
• 作为产物：
  描述：

  (E)-3-methylhept-2-en-1-ol 在 N-甲基吲哚酮 、 四丙基高钌酸铵 作用下， 以 二氯甲烷 为溶剂， 反应 30.0h， 以98%的产率得到3-methylhept-2(E)-enal
  参考文献：
  名称：

  Total Synthesis and Preliminary Antibacterial Evaluation of the RNA Polymerase Inhibitors (±)-Myxopyronin A and B

  摘要：

  DOI：

  10.1021/jo9721610

文献信息

• Lewis acid-catalyzed oxidative rearrangement of tertiary allylic alcohols mediated by TEMPO
  作者：Jean-Michel Vatèle

  DOI：10.1016/j.tet.2009.11.104

  日期：2010.1

  Two methods for the oxidative rearrangement of tertiary allylic alcohols have been developed. Most of tertiary allylic alcohols studied were oxidized to their corresponding transposed carbonyl derivatives in excellent to fair yields by reaction with TEMPO in combination with PhIO and Bi(OTf)3 or copper (II) chloride in the presence or not of oxygen. Other primary oxidants of TEMPO such as PhI(OAc)2

  已经开发了两种方法用于叔烯丙基醇的氧化重排。通过与TEMPO结合PhIO和Bi（OTf）3或氯化铜（II）在氧气存在或不存在的情况下反应，可以将所研究的大多数叔烯丙醇氧化成其相应的转座羰基衍生物，收率极好至合理。TEMPO的诸如岛（OAC）等初级氧化剂2，中号CPBA，过硫酸氢钾®不能令人满意给予烯酮在适度低的产率。
• Copper-Catalyzed Aerobic Oxidative Rearrangement of Tertiary Allylic Alcohols Mediated by TEMPO
  作者：Jean-Michel Vatèle

  DOI：10.1055/s-0029-1217545

  日期：2009.8

  A mild method for the oxidative rearrangement of tertiary allylic alcohols to β-substituted enones using a TEMPO/CuCl 2 system, in the presence of molecular sieves, is described. Depending on the substrate, CuCl 2 was used in either a catalytic amount under an oxygen atmosphere or stoichiometrically.

  描述了在分子筛存在下使用 TEMPO/CuCl 2 系统将叔烯丙醇氧化重排为 β-取代烯酮的温和方法。取决于基材，CuCl 2 在氧气氛下以催化量或化学计量使用。
• NOVEL METHOD FOR PRODUCING 5, 5-DISUBSTITUTED-4, 5-DIHYDROISOXAZOLE
  申请人：KUMIAI CHEMICAL INDUSTRY CO., LTD.

  公开号：US20210047280A1

  公开（公告）日：2021-02-18

  The present invention addresses the problem of providing an industrially preferable, economical, and environmentally friendly method for producing the 4,5-dihydroisoxazole represented by a formula (3). The present invention enables the compound of a formula (3) to be produced by reacting the compound of a formula (2) according to the reaction represented by a reaction formula in the presence of an acid catalyst.

  本发明解决了提供一种工业上更可取、经济实惠且环保的生产4,5-二氢异噁唑的方法的问题，该4,5-二氢异噁唑由式（3）表示。本发明使得按照反应方程式中所表示的反应，在酸催化剂存在下，使得式（2）化合物发生反应从而生产式（3）化合物成为可能。
• Organomanganese (II) reagents XVIII: Copper-catalyzed 1,4- addition of organomanganese chloride compounds to conjugated ethylenic aldehydes
  作者：Gérard Cahiez、Mouad Alami

  DOI：10.1016/s0040-4039(00)70698-8

  日期：1989.1

  Organomanganese chlorides react with β-mono or β,β-bisubstituted α,β-ethylenic aldehydes in the presence of a catalytic amount of copper chloride to give good yields of 1,4-addition products in THF at −30°C.

  在催化量的氯化铜存在下，有机锰氯化物与β-单取代或β，β-双取代的α，β-乙烯醛反应，在-30°C下的THF中提供1,4-加成产物的良好收率。
• Alkenyl copper reagents—18
  作者：A. Alexakis、A. Commerčon、C. Coulentianos、J.F. Normant

  DOI：10.1016/s0040-4020(01)91100-7

  日期：1984.1

  Lithium diorganocuprates add across the triple bond of substituted and non-substituted acetylenic acetals and ketals to give dialkenylcuprates, which can be decomposed into alkoxyallenes or may be trapped with a variety of electrophiles, such as alkyl, alkenyl, alkynyl and aryl halides. They may also undergo conjugate addition to α-βunsaturated esters and ketones. The method is used for the synthesis

  二有机辛酸锂跨取代的和未取代的乙缩醛和缩酮的三键加成，得到二烯基铜酸酯，它们可以分解成烷氧基丙二烯或被多种亲电试剂捕获，例如烷基，烯基，炔基和芳基卤化物。它们也可以进行共轭加成到α-β不饱和酯和酮上。该方法用于合成（±）-甘露酮，纯香叶醛和（E，Z）2,4-二烯醛。