methyl (E)-2-methyl-2-heptenoate | 89590-36-3

• 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: methyl (E)-2-methyl-2-heptenoate
• 英文别名: methyl (E)-2-methylhept-2-enoate；methyl 2-methylhept-2-enoate；Butyl-Methylmetacrylat
• CAS: 89590-36-3
• 化学式: C₉H₁₆O₂
• 分子量: 156.225
• InChiKey: AEQYRDAXHCVFSK-BQYQJAHWSA-N

物化性质

• 沸点：
  65-70 °C(Press: 2 Torr)
• 密度：
  0.897±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl (E)-2-methyl-2-heptenoate 在 三氯化铝 、 lithium aluminium deuteride 、 氧气 、 三乙胺 作用下， 以 四氯化碳 为溶剂， 生成 3-Hydroperoxy-2-(trideuteriomethyl)hept-1-ene
  参考文献：
  名称：

  硫蛋白负载型沸石Na-Y中某些三取代烯烃的光氧化中的位点特异性。对碱金属阳离子的作用

  摘要：

  如果在硫黄素负载的沸石Na-Y中发生光氧合，则某些双键二甲基三取代的烯烃的较少取代的一侧会变得更具活性。这些结果主要归因于碱金属阳离子，烯烃和氧在过氧化物形成过渡态中的协同相互作用。

  DOI：

  10.1021/ol000021y
• 作为产物：
  描述：

  1-三甲基硅烷-1-己炔 在 甲醇 、 三氟化硼乙醚 、 四丁基氟化铵 、 水 、 二异丁基氢化铝 、 lithium diisopropyl amide 作用下， 反应 28.42h， 生成 methyl (E)-2-methyl-2-heptenoate
  参考文献：
  名称：

  (Z)-.alpha.-(trimethylsilyl) .alpha.,.beta.-unsaturated esters. Their stereoselective conversion into .alpha.,.beta.- and .beta.,.gamma.-unsaturated esters and .beta.,.gamma.-unsaturated ketene acetals

  摘要：

  Deprotonation of methyl (Z)-alpha-(trimethylsilyl) alpha,beta-unsaturated esters with lithium diisopropylamide (LDA) or with lithium hexamethyldisilazide (LHMDS) in the presence of hexamethylphosphoramide (HMPA) as an activator, followed by protonation of the intermediate dienolates with methanol, produces stereoselectively the desilylated (E)-3-alkenoic esters. Trapping the dienolates with chlorotrimethylsilane instead of methanol and then treatment of the resultant ketene acetals with aqueous hydrochloric acid affords (E)-alpha-(trimethylsilyl)-beta,gamma-alkenoic esters in 98% isomeric purities. In the absence of HMPA, (Z)-alpha-(trimethylsilyl)-alpha, beta-alkenoic esters undergo a Michael-type addition with LDA to furnish, after methanol-mediated elimination of the diisopropylamine moiety, (E)-alpha-(trimethylsilyl)-alpha,beta-alkenoic esters. In contrast to the behavior with the corresponding Z esters, deprotonation of the E esters with LDA does not require an activator. Treatment of the dienolate intermediates formed with chlorotrimethylsilane yields (O-methyl-C,O-bis(trimethylsilyl)ketene acetals, and alkylation furnishes (E)-alpha-alkyl beta,gamma-unsaturated esters. Protodesilylation of the latter compounds with tetra-n-butylammonium fluoride followed by hydrolytic workup provides trisubstituted 2-alkenoates.

  DOI：

  10.1021/jo00007a039

文献信息

• Volatile Methyl Esters of Medium Chain Length from the Bacterium Chitinophaga Fx7914
  作者：Thorben Nawrath、Klaus Gerth、Rolf Müller、Stefan Schulz

  DOI：10.1002/cbdv.201000190

  日期：——

  The analysis of the volatiles released by the novel bacterial isolate Chitinophaga Fx7914 revealed the presence of ca. 200 compounds including different methyl esters. These esters comprise monomethyl- and dimethyl-branched, saturated, and unsaturated fatty acid methyl esters that have not been described as bacterial volatiles before. More than 30 esters of medium C-chain length were identified, which

  对新型细菌分离物Chitinophaga Fx7914释放的挥发物的分析表明存在ca。200种化合物，包括不同的甲酯。这些酯包含以前从未被描述为细菌挥发物的单甲基和二甲基支化的，饱和和不饱和的脂肪酸甲酯。鉴定出30多种中等C链长度的酯，它们属于5个主要类别，即（S）-2-甲基链烷酸甲酯（A类），（S）-2甲基，（ω-1）-二甲基链烷酸甲酯（B类） ），2，（ω-2）-二甲基链烷酸甲酯（C类），（E）-2-甲基烷-2-烯酸甲酯（D类）和甲基（E）-2，（ω-1）-二甲基烷- 2-烯酸酯（E类）。通过GC / MS分析和目标化合物的合成验证了化合物的结构，即目标化合物为（S）-2-甲基辛酸甲酯（28），（S）-2,7-二甲基辛酸甲酯（（S）-43），2,6-二甲基辛酸甲酯（49），（E）-2-甲基壬-2-烯酸甲酯（20a）和（E）-2,7-二甲基辛-2-烯酸甲酯（41a）。此外，如通过使用手性相的GC
• Mesyloxy-Group Migration as the Stereoselective Preparation Method of Various Functionalized Olefins and Its Reaction Mechanism
  作者：Takashi Yamazaki、Shuichi Hiraoka、Johei Sakamoto、Tomoya Kitazume

  DOI：10.1021/ol007060u

  日期：2001.3.1

  [structure: see text]. It was demonstrated that mesylation of appropriate gamma,gamma-difluorinated allylic alcohols under usual conditions furnished the corresponding alpha,alpha-difluorinated allylic mesylates, possibly by way of 1,3-mesyloxy-group migration after formation of the expected "normal" intermediates, gamma,gamma-difluorinated allylic mesylates. This rearrangement was conveniently applied

  [结构：见文字]。已证明适当的γ，γ-二氟代烯丙基醇在常规条件下的甲磺酸化提供了相应的α，α-二氟代烯丙基甲磺酸酯，可能通过预期的“正常”中间体形成后的1，3-甲氧基基团迁移， γ，γ-二氟代烯丙基甲磺酸酯。这种重排可以方便地应用于三取代的烯丙醇，α，β-不饱和酯，酰胺或酮的构建，具有良好的化学收率和优异的E选择性。
• [EN] COMPOUNDS AND COMPOSITIONS FOR THE TREATMENT OF CANCER<br/>[FR] COMPOSÉS ET COMPOSITIONS POUR LE TRAITEMENT DU CANCER
  申请人：UNIV CALIFORNIA

  公开号：WO2018005678A1

  公开（公告）日：2018-01-04

  The present disclosure provides compounds, pharmaceutical compositions, and methods for the treatment of cancer and fibrosis. The disclosed pharmaceutical compositions may include one or more pyrazolyl-containing compounds, or a derivative thereof.

  本公开提供了化合物、药物组合物以及治疗癌症和纤维化的方法。所述的药物组合物可能包括一个或多个吡唑基含有化合物，或其衍生物。
• Hindered Amine Nitric Oxide Donating Polymers for Coating Medical Devices
  申请人：Cheng Peiwen

  公开号：US20070264225A1

  公开（公告）日：2007-11-15

  Disclosed are hindered amine nitric oxide (NO) donating polymers for coating implantable medical devices. The polymers include sterically hindered secondary amines that do not react with monomer carbonyls or electrophilic alkenes, facilitating the synthesis of the NO donating polymers. The polymers are coated on implantable medical devices, providing anti-restenosis therapy by the release of NO at the implantation site.

  本发明涉及一种用于涂覆植入式医疗器械的受阻胺硝酸氧化物（NO）捐赠聚合物。该聚合物包括具有立体位阻的次级胺，不与单体羰基或亲电性烯烃反应，从而便于合成NO捐赠聚合物。该聚合物被涂覆在植入式医疗器械上，在植入部位释放NO，提供抗再狭窄治疗。
• Hydrogen Sulfide Generating Polymers
  申请人：Chen Mingfei

  公开号：US20110165216A1

  公开（公告）日：2011-07-07

  Described herein are hydrogen sulfide (H 2 S) generating polymers and polymer systems suitable for coating or forming medical devices and methods for making and using the same. More specifically, described are H 2 S generating polymers comprising at least one thioamide group. The H 2 S generating polymers can provide controlled site-specific release of H 2 S once implanted at or within the target surgical site by hydrolysis of the thioamide group in physiological media. The H 2 S generating polymers can be coated onto a medical device, formed into a medical device or combined with one or more other polymers to form a polymer system. Also described are methods of treating restenosis and inflammation and promoting vasodilation utilizing such medical devices.

  本文描述了适用于涂覆或制造医疗器械的产生硫化氢（H2S）的聚合物和聚合物系统以及制备和使用它们的方法。更具体地说，描述了包含至少一个硫酰胺基团的H2S产生聚合物。这些H2S产生聚合物可以通过在生理介质中水解硫酰胺基团，在目标手术部位植入后提供控制的特定部位释放H2S。这些H2S产生聚合物可以涂覆在医疗器械上，制成医疗器械或与一个或多个其他聚合物结合形成聚合物系统。还描述了利用这些医疗器械治疗再狭窄和炎症以及促进血管扩张的方法。