1-Bromocten-2 | 25466-54-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 英文名称: 1-Bromocten-2
• 英文别名: 1-bromooct-2-ene
• CAS: 25466-54-0
• 化学式: C₈H₁₅Br
• 分子量: 191.111
• InChiKey: WFPIZALUFFTDFF-UHFFFAOYSA-N

物化性质

• 沸点：
  183.83°C (estimate)
• 密度：
  1.1342 (estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  1-Bromocten-2 在 正丁基锂 作用下， 反应 0.08h， 生成 (1'RS,2'E,3RS,4SR)-3-(1,1-dimethylethoxy)-4-<3'-(diphenylphosphinoyl)-1'-pentylprop-2'-enyl>cyclopentanone
  参考文献：
  名称：

  带有极性基团的烯丙基锂试剂与环烯酮的非质子共轭加成。1. 3-烷基烯丙基系统

  摘要：

  Etude de la regiochimie et de lastereochimie de l'addition conjuguee de sulfoxydes et d'oxydes de phosphine d'alcene-2yles, de phosphonates et de sulfoxydes d'allyles et de dimethyl-3,3 allyles, lithiees a des enones cycliques

  DOI：

  10.1021/ja00224a029
• 作为产物：
  描述：

  (2Z)-2-辛烯-1-醇 在 吡啶 、 三溴化磷 作用下， 以81%的产率得到1-Bromocten-2
  参考文献：
  名称：

  Mammalian exocrine secretions: IX. Constituents of preorbital secretion of oribi,Ourebia, ourebi

  摘要：

  Using gas chromatography-mass spectrometry in conjunction with ancillary techniques such as chemical ionization with different reactant gases, determination of the position of double bonds by means of dimethyl disulfide derivatization, and finally gas chromatographic and mass spectrometric comparison with authentic synthetic material, 75 constituents were identified in the preorbital secretion of the male oribi, Ourebia ourebi. The secretion contains compounds with long-chain, unbranched structures similar to those found in many other preorbital secretions but with a finite volatility range, in contrast to the seemingly endlessly increasing chain lengths typical of other preorbital secretions.

  DOI：

  10.1007/bf02228320

文献信息

• [EN] INHIBITORS OF HEXOKINASE AND METHODS OF USE THEREOF<br/>[FR] INHIBITEURS D'HEXOKINASE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：VTV THERAPEUTICS LLC

  公开号：WO2016196890A1

  公开（公告）日：2016-12-08

  Provided herein are substituted fused oxazoline derivatives and substituted pyran derivatives useful as inhibitors of the HKII enzyme. The invention further provides pharmaceutical compositions of the compounds of the invention. The invention further provides medical uses of substituted fused oxazoline derivatives and substituted pyran derivatives, for example, as antitumor agents.

  提供本申请中的取代融合唑啉衍生物和取代吡喃衍生物，可用作HKII酶的抑制剂。本发明进一步提供了本发明化合物的药物组合物。本发明进一步提供了取代融合唑啉衍生物和取代吡喃衍生物的医疗用途，例如，作为抗肿瘤剂。
• A Convenient Synthesis of β,γ-Unsaturated Carboxylic Acid Derivatives via Carbonylation of (η³-Allyl)Fe(CO₂NO Complexes
  作者：Saburo Nakanishi、Takeshi Yamamoto、Naoyuki Furukawa、Yoshio Otsuji

  DOI：10.1055/s-1994-25533

  日期：——

  One-pot reaction of allyl halides with [Bu4N]+[Fe(CO)3(NO)]- followed by treatment with 1,2-bis(diphenylphosphino)ethane gave βγ-unsaturated acyl iron complexes in good yields via regioselective carbonylation with retention of configuration of the allylic double bond. β,γ-Unsaturated carboxylic acid esters and amides were prepared upon treatment of the acyl iron complexes with alcohols and amines in the presence of iodine.

  一步反应法将烯丙基卤与[Bu4N]+[Fe(CO)3(NO)]-反应，随后用1,2-双(二苯膺)乙烷处理，通过区域选择性羰基化并保持烯丙基双键构型，以良好产率得到βγ-不饱和酰基铁配合物。在碘的存在下，将这些酰基铁配合物与醇和胺反应，制备了β,γ-不饱和羧酸酯和酰胺。
• Electrochemical preparation of pinacol allylboronic esters
  作者：Julien Godeau、Christine Pintaric、Sandra Olivero、Elisabet Duñach

  DOI：10.1016/j.electacta.2009.01.015

  日期：2009.9

  electroreduction of allylic halide derivatives in the presence of pinacolborane afforded allylboronic pinacol esters with moderate to good yields (up to 86%) and high regioselectivities. The electrosynthesis was carried out in a single-compartment cell with an Al anode, in THF at room temperature and it constitutes an alternative route for the preparation of allylboronic esters under mild conditions.

  在频哪醇硼烷的存在下对烯丙基卤化物衍生物进行电还原，得到了烯丙基硼酸频哪醇酯，具有中等至良好的收率（高达86％）和较高的区域选择性。电合成是在室温下在带有THF的单室电池中，在Al阳极中进行的，它构成了在温和条件下制备烯丙基硼酸酯的另一种方法。
• Thermolysis of Geminal Diazides: Reagent-Free Synthesis of 3-Hydroxypyridines
  作者：Hellmuth Erhardt、Kevin A. Kunz、Stefan F. Kirsch

  DOI：10.1021/acs.orglett.6b03475

  日期：2017.1.6

  for the rapid and efficient construction of highly substituted 3-hydroxypyridines is presented. The thermally induced cyclization of easily constructed geminal diazides derived from β-ketoesters having an additional olefin moiety affords the title compounds in yields up to 97% under reagent-free conditions. The new method allows for the synthesis of preparative quantities of material. Additionally

  提出了一种操作简单的方案，用于快速有效地构建高度取代的3-羟基吡啶。在没有试剂的条件下，容易诱导的衍生自具有额外烯烃部分的β-酮酸酯的双叠氮化物双叠氮化物的热诱导环化可提供标题化合物，产率高达97％。新方法允许合成制备量的材料。另外，描述了吡啶产物用于合成有价值的杂环的合成效用。
• Preparation, Ligand Substitution, and Structural Stability of (<i>η</i>³-Allyl)dicarbonylnitrosyliron Complexes
  作者：Saburo Nakanishi、Seiji Memita、Toshikazu Takata、Keiji Itoh

  DOI：10.1246/bcsj.71.403

  日期：1998.2

  [Fe(η3-allyl)(CO)2(NO)] complexes were prepared by the reaction of tetrabutylammonium tricarbonylnitrosylferrate with tosylates, trifluoroacetates and phosphonates of allylic alcohols and with allylic halides. However, acetates and carbonates of the allylic alcohols are ineffective for the preparation of the complexes. The reaction of [Feη3-(1-substituted allyl)}(CO)2(NO)] with phosphorus ligands (L) gave a mixture of diastereomeric [Feη3-(1-substituted allyl)}(CO)(NO)(L)] complexes, which have planar chirality and central chirality of the iron atom. Variable-temperature 1H NMR spectroscopy revealed that no isomerization between these diastereomers occurred upon heating up to 80 °C. Also, neither syn–anti isomerization of the allylic ligand nor isomerization of planar chirality of the complexes took place. The unsubstituted allylic ligand rotates about the iron-allyl ligand axis at room temperature, while η3-(1-substituted allylic) ligands do not.

  通过三羰基亚硝基铁酸四丁基铵与烯丙基醇的对甲苯磺酸盐、三氟乙酸盐和膦酸盐以及烯丙基卤化物的反应，制备了[Fe(η3-烯丙基)(CO)2(NO)]络合物。然而，烯丙基醇的乙酸盐和碳酸盐对配合物的制备无效。Feη3-(1- 取代烯丙基)}(CO)2(NO)]与磷配体（L）反应，得到了非对映[Feη3-(1-取代烯丙基)}(CO)(NO)(L)]复合物的混合物，这些复合物具有铁原子的平面手性和中心手性。变温 1H NMR 光谱显示，在加热至 80 °C 时，这些非对映异构体之间没有发生异构化。此外，烯丙基配体的异构化和复合物平面手性的异构化都没有发生。未取代的烯丙基配体在室温下会围绕铁-烯丙基配体轴旋转，而 η3-（1-取代的烯丙基）配体则不会。