(E)-6-(p-tolyl)hex-5-en-1-ol | 128577-66-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-6-(p-tolyl)hex-5-en-1-ol
• 英文别名: trans-6-p-Tolyl-hexen-(5)-ol-(1)；(E)-6-(4-methylphenyl)hex-5-en-1-ol
• CAS: 128577-66-2
• 化学式: C₁₃H₁₈O
• 分子量: 190.285
• InChiKey: PKCHVAQGRBCHCY-GQCTYLIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-6-(p-tolyl)hex-5-en-1-ol 在 (2S)-2-[二苯基[(三甲基硅酯)氧基]甲基]-吡咯烷 、 溶剂黄146 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 42.0h， 生成 (3R,3aS,9R,9aS)-7-nitro-3-((S)-2-nitro-1-phenylethyl)-9-(p-tolyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]quinoline
  参考文献：
  名称：

  Asymmetric Organocatalytic Synthesis of Complex Cyclopenta[b]quinoline Derivatives

  摘要：

  An efficient one-pot procedure that provides a direct access to polycyclic hexahydrocyclopenta[b]quinoline derivatives having five stereogenic centers has been developed. The system displays great tolerance toward different aldehydes, anilines, and nitroalkenes. The products are obtained In high yields and excellent enantio- and diastereoselectivities.

  DOI：

  10.1021/ol201328s
• 作为产物：
  描述：

  (E)-6-p-Tolyl-hex-5-enoic acid ethyl ester 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 (E)-6-(p-tolyl)hex-5-en-1-ol
  参考文献：
  名称：

  三取代苯白三烯B4受体拮抗剂：合成与构效关系。

  摘要：

  制备了一系列显示白三烯B4（LTB4，1）受体亲和力的三取代苯。我们实验室以前的三取代苯对LTB4受体显示出高亲和力，但在功能测定中显示出激动剂活性。该新系列的初始前导化合物化合物3a仅表现出适度的亲和力（IC50 = 0.20 microM）。但是，3a是一种受体拮抗剂，在高达30 microM时没有明显的激动剂活性。脂质尾部和芳基头部区域的进一步修饰导致3b（ONO-4057）的发现。该化合物无激动剂活性，对LTB4受体具有高亲和力（Ki = 3.7 +/- 0.9 nM）。

  DOI：

  10.1016/s0968-0896(97)00089-8

文献信息

• Stereospecific Alkene Aziridination Using a Bifunctional Amino-Reagent: An Aza-Prilezhaev Reaction
  作者：Joshua J. Farndon、Tom A. Young、John F. Bower

  DOI：10.1021/jacs.8b10485

  日期：2018.12.26

  deprotection (TFA) of O-Ts activated N-Boc hydroxylamines triggers intramolecular aziridination of N-tethered alkenes to provide complex N-heterocyclic ring systems. Synthetic and computational studies corroborate a diastereospecific aza-Prilezhaev-type mechanism. The feasibility of related intermolecular alkene aziridinations is also demonstrated.

  O-Ts 活化的 N-Boc 羟胺的原位脱保护 (TFA) 触发了 N-系链烯烃的分子内氮丙啶化，以提供复杂的 N-杂环系统。合成和计算研究证实了一种非对映特异性 aza-Prilezhaev 型机制。还证明了相关分子间烯烃氮丙啶的可行性。
• Benzophenone dicarboxylic acid antagonists of leukotriene B4. 2. Structure-activity relationships of the lipophilic side chain
  作者：D. Mark Gapinski、Barbara E. Mallett、Larry L. Froelich、William T. Jackson

  DOI：10.1021/jm00172a020

  日期：1990.10

  A series of lipophilic benzophenone dicarboxylic acid derivatives were found to inhibit the binding of the potent chemotaxin leukotriene B4 (LTB4) to its receptor on intact human neutrophils. Activity at the LTB4 receptor was determined by using a [3H]LTB4-binding assay. The structure-activity relationship for the lipophilic side chain was systematically investigated. Compounds with n-alkyl side chains of varying lengths were prepared and tested. Best inhibition of [3H]LTB4 binding was observed with the n-decyl derivative. Analogues with alkyl chains terminated with an aromatic ring showed improved activity. The 6-phenylhexyl side chain was optimal. Substitution on the terminal aromatic ring was also evaluated. Methoxyl, methylsulfinyl, and methyl substituents greatly enhanced the activity of the compound. For a given substituent, the para isomer had the best activity. Thus the nature of the lipophilic side chain can greatly influence the ability of the compounds to inhibit the binding of LTB4 to its receptor on intact human neutrophils. The most active compound from this series, 84 (LY223982), bound to the LTB4 receptor with an affinity approaching that of the agonist.
• Cyclopentylphenylcarbinyl cation system
  作者：Steven A. Roman、W. D. Closson

  DOI：10.1021/ja01035a019

  日期：1969.3
• GAPINSKI, D. MARK;MALLETT, BARBARA E.;FROELICH, LARRY L.;JACKSON, WILLIAM+, J. MED. CHEM., 33,(1990) N0, C. 2807-2813
  作者：GAPINSKI, D. MARK、MALLETT, BARBARA E.、FROELICH, LARRY L.、JACKSON, WILLIAM+

  DOI：——

  日期：——