O-mesylhept-6-en-1-ol | 64818-37-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: O-mesylhept-6-en-1-ol
• 英文别名: hept-6-en-1-yl methanesulfonate；hept-6-enyl methanesulfonate；7-methanesulfonyloxy-hept-1-ene
• CAS: 64818-37-7
• 化学式: C₈H₁₆O₃S
• 分子量: 192.279
• InChiKey: GEPCNXOXMSQWCH-UHFFFAOYSA-N

物化性质

• 沸点：
  310.5±21.0 °C(Predicted)
• 密度：
  1.050±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  O-mesylhept-6-en-1-ol 在 Pd-BaSO₄ 氢气 、 乙二胺 、 sodium iodide 作用下， 以 正己烷 、 二甲基亚砜 、 丙酮 为溶剂， 反应 7.0h， 生成 (Z,Z,Z)-十七-1,8,11,14-四烯
  参考文献：
  名称：

  Isolation and Total synthesis of the major constituent of the roots ofcentaurea incana : aplotaxene

  摘要：

  The major constituent of the petroleum ether extract of the root of Centaurea incana was identified as (8Z, 11Z, 14Z)-1,8,11,14-heptadecatetraene (Aplotaxene 1). A convergent and highly stereoselective synthesis of this compound is reported.

  DOI：

  10.1016/s0040-4039(00)97313-1
• 作为产物：
  描述：

  5-己烯醛 在 吡啶 、 氢氧化钾 、 lithium aluminium tetrahydride 、 二异丁基氢化铝 作用下， 生成 O-mesylhept-6-en-1-ol
  参考文献：
  名称：

  Experimental Determination of the Activation Parameters and Stereoselectivities of the Intramolecular Diels−Alder Reactions of 1,3,8-Nonatriene, 1,3,9-Decatriene, and 1,3,10-Undecatriene and Transition State Modeling with the Monte Carlo-Jumping Between Wells/Molecular Dynamics Method

  摘要：

  Experimental activation parameters for the intramolecular Diels-Alder reactions of 1,3,8-nonatriene, 1,3,9-decatriene, and 1,3,10-undecatriene have been measured, and the Monte Carlo-Jumping between Wells/Stochastic Dynamics [MC(JBW)/SD] method, which gives relative free energies of activation, was tested as a means to predict stereoselectivities. The predictions are compared to experimental results, and to predictions from quantum and molecular mechanics methods.

  DOI：

  10.1021/ja9643331

文献信息

• Intramolecular homolytic substitution at the sulfur atom: an alternative way to generate phosphorus- and sulfur-centered radicals
  作者：Paola Carta、Nicolas Puljic、Carine Robert、Anne-Lise Dhimane、Cyril Ollivier、Louis Fensterbank、Emmanuel Lacôte、Max Malacria

  DOI：10.1016/j.tet.2008.08.108

  日期：2008.12

  Two efficient procedures involving tin hydride or thiophenol-mediated intramolecular homolytic substitution at the sulfur atom are reported. They lead to the generation of varied P(V)-centered radicals from the corresponding aryl or alkyne thiophosphorus substrates. The radical formed can be trapped by an olefin via an intermolecular addition, leading to the construction of C–P bonds. Thiophosphination

  报道了在硫原子上涉及氢化锡或硫酚介导的分子内均溶取代的两种有效方法。它们导致从相应的芳基或炔基硫代磷底物生成各种以P（V）为中心的基团。形成的自由基可以通过分子间加成被烯烃捕获，从而导致C-P键的构建。还使用自由基环异构化方法实现了三键的硫代磷酸化。检验了该方法对含硫物质的扩展。
• Merging Halogen-Atom Transfer (XAT) and Cobalt Catalysis to Override E2-Selectivity in the Elimination of Alkyl Halides: A Mild Route toward <i>contra</i>-Thermodynamic Olefins
  作者：Huaibo Zhao、Alastair J. McMillan、Timothée Constantin、Rory C. Mykura、Fabio Juliá、Daniele Leonori

  DOI：10.1021/jacs.1c06768

  日期：2021.9.15

  mechanistically distinct tactic to carry E2-type eliminations on alkyl halides. This strategy exploits the interplay of α-aminoalkyl radical-mediated halogen-atom transfer (XAT) with desaturative cobalt catalysis. The methodology is high-yielding, tolerates many functionalities, and was used to access industrially relevant materials. In contrast to thermal E2 eliminations where unsymmetrical substrates give regioisomeric

  我们在这里报告了一种在烷基卤化物上进行 E2 型消除的机械上不同的策略。该策略利用了 α-氨基烷基自由基介导的卤素原子转移 (XAT) 与去饱和钴催化的相互作用。该方法产量高，具有多种功能，并用于获取工业相关材料。与不对称底物产生区域异构混合物的热 E2 消除相比，这种方法能够通过微调钴催化剂的电子和空间性质，获得高烯烃位置选择性。这一史无前例的机械特性允许访问禁忌-thermodynamic烯烃，由E2淘汰难以捉摸。
• The Antiadhesive Strategy in Crohn′s Disease: Orally Active Mannosides to Decolonize Pathogenic<i>Escherichia coli</i>from the Gut
  作者：Dimitri Alvarez Dorta、Adeline Sivignon、Thibaut Chalopin、Tetiana I. Dumych、Goedele Roos、Rostyslav O. Bilyy、David Deniaud、Eva-Maria Krammer、Jérome de Ruyck、Marc F. Lensink、Julie Bouckaert、Nicolas Barnich、Sébastien G. Gouin

  DOI：10.1002/cbic.201600018

  日期：2016.5.17

  Ready for take off? Adherent‐invasive E. coli (AIEC) were shown to promote the inflammation of the intestinal mucosa of patients with Crohn′s disease (CD). We have designed a small library of AIEC antiadhesives, one of which could decolonize AIEC from the gut of a transgenic CD mouse model. These might open new perspectives in the treatment of CD.

  准备起飞？粘附侵袭性大肠杆菌（AIEC）被证明可促进克罗恩病（CD）患者肠道粘膜的炎症。我们设计了一个小的AIEC抗粘剂库，其中一个库可以使AIEC从转基因CD小鼠模型的肠道中非克隆化。这些可能会为CD的治疗开辟新的视野。
• Olefin substituted long chain compounds
  申请人：Cell Therapeutics, Inc.

  公开号：US05521315A1

  公开（公告）日：1996-05-28

  There is disclosed an olefin-substituted compound having the formula: R--(core moiety), wherein R is a straignt chain hydrocarbon having at least one double bond and a carbon chain length of from about 6 to about 18 carbon atoms, wherein multiple double bonds are separated from each other by at least three carbon atoms, wherein the closest double bond to the core moiety is at least five carbon atoms from the core moiety, and wherein the hydrocarbon chain may be substituted by a hydroxyl, halo, keto or dimethylanimo group and/or interrupted by an oxygen atom and salts thereof and pharmaceutical compositions thereof.

  公开了一种具有以下结构的烯烃取代化合物：R--（核心基团），其中R是直链碳氢化合物，具有至少一个双键，碳链长度约为6至18个碳原子，多个双键之间至少相隔三个碳原子，最接近核心基团的双键距离核心基团至少五个碳原子，碳氢链可能被羟基、卤素、酮基或二甲氨基基团取代和/或由氧原子中断，以及其盐和药物组合物。
• Zirconium-catalyzed chemoselective methylalumination of ethers, amines, and sulfides bearing two terminal alkenyl groups
  作者：Ryukichi Takagi、Nao Igata、Kazuhiro Yamamoto、Satoshi Kojima

  DOI：10.1016/j.jorganchem.2010.12.031

  日期：2011.4

  Chemoselectivity in the methylalumination reaction of unsymmetrical ethers, amines, and sulfides bearing two different terminal alkenyl groups, a 13-tetradecenyl group and an allyl, 4-pentenyl or 6-heptenyl group was examined. The methylalumination of the allyl derivatives proceeded with complete chemoselectivity to afford only the 13-tetradecenyl-monomethylated products. In the methylalumination reactions

  研究了带有两个不同末端烯基，13-十四碳烯基和烯丙基，4-戊烯基或6-庚烯基的不对称醚，胺和硫化物在甲基铝化反应中的化学选择性。烯丙基衍生物的甲基铝化以完全的化学选择性进行，仅得到13-十四碳烯基-单甲基化产物。在4-戊烯基和6-庚烯基衍生物的甲基铝化反应中，除了获得13-十四碳烯基-单甲基化的产物和二甲基化的产物外，还获得了。但是，与烯丙基衍生物一样，除6-庚烯基13-十四碳烯基胺以外，未观察到单甲基化为较短的4-戊烯基或6-庚烯基。