non-8-en-1-ylbenzene | 107259-58-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: non-8-en-1-ylbenzene
• 英文别名: 9-phenyl-1-nonene；non-8-enylbenzene
• CAS: 107259-58-5
• 化学式: C₁₅H₂₂
• 分子量: 202.34
• InChiKey: DLRNIVQAHIKOPD-UHFFFAOYSA-N

物化性质

• 沸点：
  296.5±10.0 °C(Predicted)
• 密度：
  0.868±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  non-8-en-1-ylbenzene 在 溶剂黄146 、 9-硼双环[3.3.1]壬烷 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 36.0h， 生成 4-(9-phenylnonyl)aniline
  参考文献：
  名称：

  Development of Amidine-Based Sphingosine Kinase 1 Nanomolar Inhibitors and Reduction of Sphingosine 1-Phosphate in Human Leukemia Cells

  摘要：

  Sphingosine 1-phosphate (S1P) is a bioactive lipid that has been identified as an accelerant of cancer progression. The sphingosine kinases (SphKs) are the sole producers of S1P, and thus, SphK inhibitors may prove effective in cancer mitigation and chemosensitization. Of the two SphKs, SphK1 overexpression has been observed in a myriad of cancer cell lines and tissues and has been recognized as the presumptive target over that of the poorly characterized SphK2. Herein, we present the design and synthesis of amidine-based nanomolar SphK1 subtype-selective inhibitors. A homology model of SphK1, trained with this library of amidine inhibitors, was then used to predict the activity of additional, more potent, inhibitors. Lastly, select amidine inhibitors were validated in human leukemia U937 cells, where they significantly reduced endogenous S1P levels at nanomolar concentrations.

  DOI：

  10.1021/jm2001053
• 作为产物：
  描述：

  8-溴-1-辛烯 、 苄基溴化镁 在 copper(l) chloride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 20.0h， 以85%的产率得到non-8-en-1-ylbenzene
  参考文献：
  名称：

  IMIDAMIDE SPHINGOSINE KINASE INHIBITORS

  摘要：

  提供可以抑制神经酰胺激酶1和神经酰胺激酶2（SphK1和SphK2）活性的Imidamide（胺基）类似物。这些化合物可以预防肿瘤中的血管生成。

  公开号：

  US20120214858A1

文献信息

• Nickel-Catalyzed Multicomponent Coupling: Synthesis of α-Chiral Ketones by Reductive Hydrocarbonylation of Alkenes
  作者：Jian Chen、Shaolin Zhu

  DOI：10.1021/jacs.1c07851

  日期：2021.9.8

  functionalized α-stereocenter, including enantioenriched chiral α-aryl ketones and α-amino ketones. It uses chiral bisoxazoline as a ligand, silane as a reductant, chloroformate as a safe CO source, and a racemic secondary benzyl chloride or an N-hydroxyphthalimide (NHP) ester of a protected α-amino acid as the alkylation reagent. The benign nature of this process renders this method suitable for late-stage functionalization

  已经开发出一种镍催化、多组分区域选择性和对映选择性偶联，通过顺序加氢甲酰化和羰基化从容易获得的起始材料中进行。这种模块化的多组分加氢官能化策略能够对各种未活化的烯烃进行直接的还原烃基化，以产生各种带有功能化 α-立体中心的不对称二烷基酮，包括对映体富集的手性 α-芳基酮和 α-氨基酮。它使用手性双恶唑啉作为配体，硅烷作为还原剂，氯甲酸酯作为安全的 CO 源，外消旋仲苄基氯或N受保护的 α-氨基酸的 -羟基邻苯二甲酰亚胺 (NHP) 酯作为烷基化试剂。该过程的良性性质使该方法适用于复杂分子的后期功能化。
• Remote sp3 C–H Amination of Alkenes with Nitroarenes
  作者：Jichao Xiao、Yuli He、Feng Ye、Shaolin Zhu

  DOI：10.1016/j.chempr.2018.04.008

  日期：2018.7

  Direct installation of a functional group at remote, unfunctionalized sites in an alkyl chain is a synthetically valuable but rarely reported process. The remote relay hydroarylamination of distal and proximal olefins, and of olefin isomeric mixtures, has been achieved through NiH-catalyzed alkene isomerization and sequential reductive hydroarylamination with nitroarenes. This provides an attractive

  将官能团直接安装在烷基链中偏远未官能化的位置上是具有合成价值的，但鲜有报道。远端和近端烯烃以及烯烃异构体混合物的远程中继加氢芳基化已通过NiH催化的烯烃异构化和与硝基芳烃的顺序还原加氢芳基化实现。这为将远端的芳基氨基直接安装在烷基链中提供了一种有吸引力的方法。从简单的烯烃和硝基（杂）芳烃到增值芳胺的单步转化是胺合成以及sp 3 C–H键的远程活化的一种实用策略。烯烃异构体混合物的区域会聚芳基化进一步支持了这种转化的价值。
• [EN] METHODS OF BORYLATION AND USES THEREOF<br/>[FR] PROCÉDÉS DE BORYLATION ET LEURS UTILISATIONS
  申请人：NAT UNIV SINGAPORE

  公开号：WO2021080511A1

  公开（公告）日：2021-04-29

  The present invention relates, in general terms, to methods of borylation and uses thereof. In particular, the present invention provides a method of borylating an alkene compound by contacting the compound with a boron compound, a Fe pre-catalyst and a protic additive. The borylation occurs at a vicinal (β) position to an electron donating or electron withdrawing moiety of the compound.

  本发明总体上涉及硼化方法及其用途。特别是，本发明提供了一种通过将化合物与硼化合物、Fe预催化剂和质子添加剂接触来硼化烯烃化合物的方法。硼化发生在化合物中电子给体或电子吸引基团的邻近（β）位置。
• Ligand‐Enabled Nickel‐Catalyzed Redox‐Relay Migratory Hydroarylation of Alkenes with Arylborons
  作者：Yuli He、Chuang Liu、Lei Yu、Shaolin Zhu

  DOI：10.1002/anie.202001742

  日期：2020.6.2

  A redox-relay migratory hydroarylation of isomeric mixtures of olefins with arylboronic acids catalyzed by nickel complexes bearing diamine ligands is described. A range of structurally diverse 1,1-diarylalkanes, including those containing a 1,1-diarylated quaternary carbon, were obtained in excellent yields and with high regioselectivity. Preliminary experimental evidence supports the proposed non-dissociated

  描述了由带有二胺配体的镍配合物催化的烯烃与芳基硼酸的异构体混合物的氧化还原-中继迁移氢化芳基化。以优异的产率和高区域选择性获得了一系列结构多样的1，1-二芳基烷烃，包括那些含有1，1-二芳基化季碳的烷烃。初步的实验证据支持了在苄基位置进行选择性还原消除之前，芳烃-镍（II）-氢化物物种沿着烯烃的烷基链的非离解链走动。证明低至0.5mol％的催化剂负载量对于大规模合成是足够的，同时保持高反应性，突出了该转化的实用价值。
• IMIDAMIDE SPHINGOSINE KINASE INHIBITORS
  申请人：Lynch Kevin R.

  公开号：US20120214858A1

  公开（公告）日：2012-08-23

  Imidamide (amidine) analogs that can inhibit the activity of sphingosine kinase 1 and sphingosine kinase 2 (SphK1 & SphK2) are provided. The compounds can prevent angiogenesis in tumors.

  提供可以抑制神经酰胺激酶1和神经酰胺激酶2（SphK1和SphK2）活性的Imidamide（胺基）类似物。这些化合物可以预防肿瘤中的血管生成。