(E)-1-methoxy-2-(1-heptenyl)benzene | 337365-72-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-1-methoxy-2-(1-heptenyl)benzene
• 英文别名: (E)-1-(2-methoxyphenyl)-1-heptene；(E)-1-(1-heptenyl)-2-methoxybenzene；(E)-2-(hept-1-enyl)-1-methoxybenzene；2-hept-1-enyl-anisole；2-Hept-1-enyl-anisol；1-[(E)-hept-1-enyl]-2-methoxybenzene
• CAS: 337365-72-7
• 化学式: C₁₄H₂₀O
• 分子量: 204.312
• InChiKey: CVNMKFLFFLVORE-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-1-methoxy-2-(1-heptenyl)benzene 生成 1-庚基-2-甲氧基苯
  参考文献：
  名称：

  OSMAN, A. M.;BADR, M. Z. A.;EL-NAGGAR, G. M.;ALY, M. M.;FAHMY, A. M., EGYPT. J. CHEM., 1984, 27, N 1, 1-9

  摘要：

  DOI：
• 作为产物：
  描述：

  1-碘己烷 、 邻甲氧基苯甲醛 在 cobalt,triphenylphosphane,chloride 三甲基氯硅烷 、 1,2-二溴乙烷 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以58%的产率得到(E)-1-methoxy-2-(1-heptenyl)benzene
  参考文献：
  名称：

  Cobalt(I)-Catalyzed StereoselectiveOlefination of Alkylzinc Reagents with Aldehydes

  摘要：

  在新的芳基和烷基烯烃合成中，利用了由有机锌试剂与醛高效进行烯烃化的方法。

  DOI：

  10.1055/s-2003-40509

文献信息

• Stereospecific Palladium-Catalyzed Cross-Coupling of (<i>E</i>)- and (<i>Z</i>)-Alkenylsilanolates with Aryl Chlorides
  作者：Scott E. Denmark、Jeffrey M. Kallemeyn

  DOI：10.1021/ja065988x

  日期：2006.12.1

  geometrically defined (E)- and (Z)-alkenyl- and styrylsilanolates with a wide variety of aromatic and heteroaromatic chlorides has been achieved. Under catalysis by bulky, biphenyl-derived phosphines and allylpalladium chloride, the (preformed, stable) potassium salts of di-, tri- and tetrasubstituted alkenyldimethylsilanols undergo high yielding and highly stereospecific coupling to aryl chlorides in THF or dioxane

  已经实现了几何定义的 (E)-和 (Z)-烯基-和苯乙烯基硅烷醇化物与多种芳族和杂芳族氯化物的交叉偶联。在庞大的联苯衍生的膦和烯丙基氯化钯的催化下，二、三和四取代的烯基二甲基硅烷醇的（预先形成的、稳定的）钾盐在 THF 或二恶烷中与芳基氯化物发生高产率和高度立体有择的偶联。多种官能团与这些反应条件相容，包括硝基、酯、酮和腈。(E)- 和 (Z)- 链烯基硅烷醇化物都具有几乎相同的速率和效率。
• Catalyst-controlled reverse selectivity in C–C bond formation: NHC-Cu-catalyzed α-selective allylic alkylation with organolithium reagents
  作者：Stefano F. Pizzolato、Massimo Giannerini、Pieter H. Bos、Martín Fañanás-Mastral、Ben L. Feringa

  DOI：10.1039/c5cc01521a

  日期：——

  An efficient and highly [small alpha]-selective copper-catalyzed allylic alkylation of allylic halides with organolithium reagents is presented. The use of N-heterocyclic carbenes as ligands is key to reverse the common [small alpha]-selectivity...

  提出了用有机锂试剂的有效且高度[α]选择性高的铜催化的烯丙基卤化物的烯丙基烷基化。使用N-杂环卡宾作为配体是逆转常见的[小α]-选择性的关键。
• Cross-coupling reactions of alkenylsilanols with fluoroalkylsulfonates: development and optimization of a mild and stereospecific coupling process
  作者：Scott E. Denmark、Christopher S. Regens

  DOI：10.1016/j.tetlet.2010.11.133

  日期：2011.4

  The development of an effective protocol for the palladium-catalyzed cross-coupling of (E)-alkenylsilanols with aryl triflates is described. A critical component in the optimization of this method was balancing the stability and reactivity of the triflates in the presence of a nucleophilic promoter. This report highlights the use of a slightly soluble Brønsted base promoter that allows for a low, steady-state

  描述了钯催化 ( E )-烯基硅烷醇与芳基三氟甲磺酸酯交叉偶联的有效方案的开发。优化该方法的一个关键组成部分是在亲核启动子的存在下平衡三氟甲磺酸酯的稳定性和反应性。本报告重点介绍了使用微溶的 Brønsted 碱促进剂，它允许溶液中烯基（二甲基）硅烷醇化物的低、稳态浓度，从而促进交叉偶联，而不是三氟甲磺酸酯的 S-O 键断裂。
• Highly Stereoselective Hydrocarbation of Terminal Alkynes via Pt-Catalyzed Hydrosilylation/Pd-Catalyzed Cross-Coupling Reactions
  作者：Scott E. Denmark、Zhigang Wang

  DOI：10.1021/ol0156751

  日期：2001.4.1

  [GRAPHICS]The formal addition of an aryl-H or alkenyl-H bond across a terminal alkyne has been accomplished by the combination of platinum-catalyzed hydrosilylation followed by palladium-catalyzed cross-coupling, The use of the t-Bu3P-Pt(DVDS) catalyst in combination with tetramethyldisiloxane gave excellent regio- and stereoselectivity with a number of alkyne substrates, Subsequent, fluoride-promoted cross-coupling proceeded in high yield and stereospecificity for a variety of aryl halides.
• Antifungal Pharmacodynamic Characteristics of Amphotericin B against<i>Trichosporon asahii</i>, Using Time-Kill Methodology
  作者：Yoshimi Toriumi、Takashi Sugita、Masamitsu Nakajima、Toshiharu Matsushima、Takako Shinoda

  DOI：10.1111/j.1348-0421.2002.tb02663.x

  日期：2002.2

  AbstractWe determined the MIC of amphotericin B against 45 Trichosporon asahii isolates from various clinical and environmental sources, and used in vitro time‐kill methods to characterize the relationship between amphotericin B concentrations and MIC for four representative T. asahii isolates. Amphotericin B had concentration‐dependent antifungal activity. MICs ranged from 0.5 to 16 μg/ml, and most T. asahii isolates (76%, 34/45) were inhibited at safely achievable amphotericin B serum concentrations (≤ 2 μg/ml). However, 40% (18/45) of isolates were not killed at these concentrations (MFCs from 1.0 to 32 μg/ml). At concentrations ≥ 2 × MIC, amphotericin B exhibited fungicidal activity (< 99.9% reduction in CFU) over a 12‐hr time‐period; the maximal effect was achieved at ≥ 4 × MIC. Susceptibility testing confirmed the resistance of T. asahii to amphotericin B, and in vitro pharmacodynamic results also suggest that amphotericin B is not suitable therapy for T. asahii infection.