oct-5-enal | 6757-61-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: oct-5-enal
• CAS: 6757-61-5
• 化学式: C₈H₁₄O
• 分子量: 126.199
• InChiKey: ZUSUVEKHEZURSD-UHFFFAOYSA-N

物化性质

• 熔点：
  3.5°C (estimate)
• 沸点：
  184.35°C (estimate)
• 密度：
  0.8654 (estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  9
• 可旋转键数：
  5
• 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：

  oct-5-enal 在 N-氯代丁二酰亚胺 、 L-脯氨酸 作用下， 以 二氯甲烷 为溶剂， 以63%的产率得到2-chloro-5-octenal
  参考文献：
  名称：

  A General Strategy for the Stereocontrolled Preparation of Diverse 8- and 9-Membered Laurencia-Type Bromoethers

  摘要：

  A unique procedure to effect a ring-expanding bromoetherification process is described, wherein tetrahydrofurans and tetrahydropyrans are smoothly transformed into 8- and 9-membered bromoethers in a regio- and stereocontrolled manner through the use of BDSB (bromodiethylsulfonium bromopentachloroantimonate). These products resemble the cores of the Laurencia C15 acetogenins. In light of the generality and effectiveness of the approach, this work provides a unique strategy for their laboratory preparation and may implicate a possible biosynthesis pathway.

  DOI：

  10.1021/ja2069449
• 作为产物：
  描述：

  5-((叔丁基二甲基甲硅烷基)氧基)戊醛 在 草酰氯 、 四丁基氟化铵 、 二甲基亚砜 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 22.0h， 生成 oct-5-enal
  参考文献：
  名称：

  A General Strategy for the Stereocontrolled Preparation of Diverse 8- and 9-Membered Laurencia-Type Bromoethers

  摘要：

  A unique procedure to effect a ring-expanding bromoetherification process is described, wherein tetrahydrofurans and tetrahydropyrans are smoothly transformed into 8- and 9-membered bromoethers in a regio- and stereocontrolled manner through the use of BDSB (bromodiethylsulfonium bromopentachloroantimonate). These products resemble the cores of the Laurencia C15 acetogenins. In light of the generality and effectiveness of the approach, this work provides a unique strategy for their laboratory preparation and may implicate a possible biosynthesis pathway.

  DOI：

  10.1021/ja2069449

文献信息

• [EN] SYNTHESIS OF DELTA 12-PGJ3 AND RELATED COMPOUNDS<br/>[FR] SYNTHÈSE DE DELTA 12-PGJ3 ET COMPOSÉS ASSOCIÉS
  申请人：UNIV RICE WILLIAM M

  公开号：WO2015048268A1

  公开（公告）日：2015-04-02

  In one aspect, the present invention provides novel derivatives of Δ12-PGJ3 and modular synthetic pathways to obtaining Δ12-PGJ3 and derivatives thereof. In some aspects, the present derivatives of Δ12-PGJ3 are useful as chemotherapeutic agents. The present disclosure also describes compositions of these derivatives as well as methods of use of the derivatives thereof.

  在一个方面，本发明提供了Δ12-PGJ3的新颖衍生物以及获取Δ12-PGJ3及其衍生物的模块化合成途径。在某些方面，目前的Δ12-PGJ3衍生物可用作化疗药物。本公开还描述了这些衍生物的组合物以及这些衍生物的使用方法。
• Alkylaluminum halides
  作者：Barry B. Snider、David J. Rodini、Michael Karras、Thomas C. Kirk、Ethan A. Deutsch、Robert Cordova、Robert T. Price

  DOI：10.1016/s0040-4020(01)93266-1

  日期：——

  Lewis acid. Using these reagents, Lewis acid catalyzed reactions can be run under aprotic conditions, even when acidic protons are produced in the reaction. The use of these reagents for Lewis acid catalyzed ene, Diels-Alder and cycloaddition reactions and Claisen rearrangements is described. These reagents are also useful initiators for cation-olefin addition reactions. In some cases the alkyl groups react

  烷基铝卤化物与布朗斯台德酸反应释放出烷烃并生成新的路易斯酸。使用这些试剂，即使在反应中产生酸性质子，路易斯酸催化的反应也可以在非质子条件下进行。描述了这些试剂在路易斯酸催化的烯，Diels-Alder和环加成反应以及克莱森重排中的用途。这些试剂对于阳离子-烯烃加成反应也是有用的引发剂。在某些情况下，烷基以亲核试剂形式反应。尽管这通常是不希望有的，但在碳正离子中间体上加成烷基可提供新型化合物。
• A General Strategy for the Stereocontrolled Preparation of Diverse 8- and 9-Membered <i>Laurencia</i>-Type Bromoethers
  作者：Scott A. Snyder、Daniel S. Treitler、Alexandria P. Brucks、Wesley Sattler

  DOI：10.1021/ja2069449

  日期：2011.10.12

  A unique procedure to effect a ring-expanding bromoetherification process is described, wherein tetrahydrofurans and tetrahydropyrans are smoothly transformed into 8- and 9-membered bromoethers in a regio- and stereocontrolled manner through the use of BDSB (bromodiethylsulfonium bromopentachloroantimonate). These products resemble the cores of the Laurencia C15 acetogenins. In light of the generality and effectiveness of the approach, this work provides a unique strategy for their laboratory preparation and may implicate a possible biosynthesis pathway.