(E)-2-methyl-2-decenoic acid | 97961-68-7

• 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: (E)-2-methyl-2-decenoic acid
• 英文别名: (E)-2-methyldec-2-enoic acid
• CAS: 97961-68-7
• 化学式: C₁₁H₂₀O₂
• 分子量: 184.279
• InChiKey: QJVRRTMNQYLNDW-MDZDMXLPSA-N

物化性质

• 沸点：
  294.4±9.0 °C(Predicted)
• 密度：
  0.929±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-2-methyl-2-decenoic acid 在 草酰氯 、 chiral 2,2'-cC₃H₄-bis(3a,8a-dihydro-8H-indeno[1,2-d]oxazole) 、 sodium hydride 、 magnesium triflimide 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 trans-2-benzyl-3-heptyl-4-methyl-isoxazolidin-5-one
  参考文献：
  名称：

  Enantioselective Synthesis of α,β-Disubstituted-β-amino Acids

  摘要：

  Highly diastereoselective and enantioselective addition of N-benzylhydroxylamine to imides 17 and 20-30 produces alpha,beta-trans-disubstituted N-benzylisoxazolidinones 19 and 31-41. These reactions proceed in 60-96% ee with 93-99% de's using 5 mol % of Mg(NTf2)2 and ligand 18. The product isoxazolidinones can be hydrogenolyzed directly to provide alpha,beta-disubstituted-beta-amino acids.

  DOI：

  10.1021/ja0372309
• 作为产物：
  描述：

  methyl 3-hydroxy-2-methylenedecanoate 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 10.0h， 生成 (E)-2-methyl-2-decenoic acid
  参考文献：
  名称：

  A facile one-pot stereoselective synthesis of trisubstituted (E)-2-methylalk-2-enoic acids from unactivated Baylis–Hillman adducts and a simple access to some important insect pheromones

  摘要：

  An efficient one-pot stereoselective synthesis of trisubstituted (E)-2-methylalk-2-enoic acids has been accomplished by treatment of unactivated Baylis-Hillman adducts, 3-hydroxy-2-methylencalkanoates, with Al-NiCl2-6H(2)O in methanol at room temperature followed by hydrolysis. The method has been applied to the synthesis of three important insect pheromones, (4S,2E)-2,4-dimethyl-2-hexenoic acid, (+)-(S)-manicone and (+)-(S)-normanicone. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.07.014

文献信息

• Synthesis and biological activity of enantiomeric pairs of 5-vinylthiolactomycin congeners
  作者：Kohei Ohata、Shiro Terashima

  DOI：10.1016/j.bmcl.2007.04.067

  日期：2007.7

  prepared, it appeared evident that in vitro antibacterial and mammalian type I FAS inhibitory activity of thiolactomycin congeners can be cleanly separated by changing not only the structure but also the absolute configuration of the side chain at the C(5)-position. These studies led us to explore (S)-3-demethyl-5-(pent-1-enyl)thiolactomycin derivative [(S)-4-hydroxy-5-methyl-5-(pent-1-enyl)-5H-thiophen-2-one]

  通过使用我们先前探索的用于合成硫菌丝霉素及其3-脱甲基衍生物的对映体对的有效合成路线，合成了十二个5-乙烯基硫基乳酸霉素同系物的对映体对。从使用获得的同源物以及先前制备的对映体对的硫菌霉素及其3-脱甲基衍生物进行的生物活性分析，似乎可以看出，通过不改变不仅是侧链在C（5）位置的结构而且是绝对构型。
• NOVEL FLUORENYL B-OXIME ESTER COMPOUNDS, PHOTOPOLYMERIZATION INITIATOR AND PHOTORESIST COMPOSITION CONTAINING THE SAME
  申请人：SAMYANG CORPORATION

  公开号：US20160332960A1

  公开（公告）日：2016-11-17

  The present invention relates to a novel β-oximester fluorene derivative compound, a photopolymerization initiator comprising the same, and a photoresist composition.

  本发明涉及一种新型β-羟肟酯萘衍生物化合物，包括该化合物的光聚合引发剂，以及光阻膜组合物。
• Synthèses dans la série des constituants odorants caractéristiques de l'essence absolue de cassie (Acacia farnesiana WILLD.): Les acides méthyl-3-décène-3-oïques cis et trans, méthyl-3-décène-4-oïques cis et trans, et les quatre méthyl-3-décénols-1 corres
  作者：Edouard Demole、Paul Enggist

  DOI：10.1002/hlca.19690520409

  日期：——

  Three new fragrant compounds formerly isolated from the absolute oil of cassie (Acacia farnesiana WILLD.) have been synthesized through stereospecific reactions, and their respective structures thus confirmed. These unusual C11 constituents are cis-3-methyl-dec-3-enoic acid (Ia), trans-3-methyl-dec-4-enoic acid (IIa) and cis-3-methyl-dec-3-en-1-ol (Ib). The related ‘non natural’ stereomers, namely

  通过立体定向反应合成了三种先前从纯净的cassie（Acacia farnesiana WILLD 。）分离出的新香气化合物，并由此证实了它们各自的结构。这些不常见的C 11成分是顺式-3-甲基-癸-3-烯酸（Ia），反式-3-甲基-癸-4-烯酸（IIa）和顺式-3-甲基-癸-3-烯酸1-ol（1b）。还合成了相关的“非天然”立体异构体，即反-3-甲基-癸-3-烯酸（X）和顺-3-甲基-癸-4-烯酸（XIX），以及3-甲基癸烯-1-醇IIb，XVII和XX。
• METATHESIS CATALYSTS AND REACTIONS USING THE CATALYSTS
  申请人：XiMo AG

  公开号：US20140309466A1

  公开（公告）日：2014-10-16

  The invention relates to a method of forming an olefin from a first olefin and a second olefin in a metathesis reaction, comprising step (i): (i) reacting the first olefin with the second olefin in the presence of a compound that catalyzes said metathesis reaction such that the molar ratio of said compound to the first or the second olefin is from 1:500 or less, and the conversion of the first or the second olefin to said olefin is at least 50%, characterized in that as compound that catalyzes said metathesis reaction a compound of the following formula is used: wherein M is Mo or W; R 1 is aryl, heteroaryl, alkyl, or heteroalkyl; optionally substituted; R 2 and R 3 can be the same or different and are hydrogen, alkyl, alkenyl, heteroalkyl, heteroalkenyl, aryl, or heteroaryl; optionally substituted; R 5 is alkyl, alkoxy, heteroalkyl, aryl, heteroaryl, silylalkyl, silyloxy, optionally substituted; and R 4 is a residue R 6 —X—, wherein X═O and R 6 is aryl, optionally substituted; or X═S and R 6 is aryl, optionally substituted; or X═O and R 6 is (R 7 , R 8 , R 9 )Si; wherein R 7 , R 8 , R 9 are alkyl or phenyl, optionally substituted; or X═O and R 6 is (R 10 , R 11 , R 12 )C, wherein R 10 , R 11 , R 12 are independently selected from phenyl, alkyl; optionally substituted; and to the catalysts used in the method.

  本发明涉及一种从第一烯烃和第二烯烃在交换反应中形成烯烃的方法，包括步骤(i)：(i)在催化所述交换反应的化合物存在下，将第一烯烃与第二烯烃反应，使所述化合物与第一或第二烯烃的摩尔比为1:500或更低，并且第一或第二烯烃转化为所述烯烃至少为50％，其中作为催化所述交换反应的化合物使用以下公式的化合物：其中M为Mo或W；R1为芳基、杂环烷基、烷基或杂烷基；可选择地取代；R2和R3可以相同也可以不同，为氢、烷基、烯基、杂烷基、杂烯基、芳基或杂环烷基；可选择地取代；R5为烷基、烷氧基、杂烷基、芳基、杂环烷基、硅烷基、硅氧基，可选择地取代；R4为残基R6—X—，其中X=O且R6为芳基，可选择地取代；或X=S且R6为芳基，可选择地取代；或X=O且R6为(R7, R8, R9)Si；其中R7、R8、R9为烷基或苯基，可选择地取代；或X=O且R6为(R10, R11, R12)C，其中R10、R11、R12独立地选自苯基、烷基；可选择地取代；以及所述方法中使用的催化剂。
• Synthesis and Biological Activity of Enantiomeric Pairs of 5-(Alk-2-enyl)thiolactomycin and 5-[(E)-Cycloalk-2-enylidenemethyl]thiolactomycin Congeners
  作者：Kohei Ohata、Shiro Terashima

  DOI：10.1248/cpb.57.920

  日期：——

  The title compounds were synthesized by the efficient route previously explored for the synthesis of enantiomeric pairs of thiolactomycin and its 3-demethyl derivative. These studies were carried out to prove the flexibility of the previously explored synthetic route to natural thiolactomycin (TLM) 1 and to examine the structure–activity relationship on the 5-position of 1. While all of the synthesized congeners lacked in vitro antibacterial activity, these studies led us to find 5-(alk-2-enyl)-TLM (ent-4d) which exhibits mammalian type I fatty acid synthase (FAS) inhibitory activity equal to that of C75, a potent inhibitor reported previously. It was also found that 5-[(E)-cycloalk-2-enylidenemethyl]-TLM (ent-5c) exhibited slightly less potent mammalian type I FAS inhibitory activity than C75.

  标题化合物是通过之前探索的合成硫代霉素对映体及其 3-去甲基衍生物的高效路线合成的。虽然所有合成的同系物都缺乏体外抗菌活性，但这些研究使我们发现了 5-(alk-2-enyl)-TLM（ent-4d），它对哺乳动物 I 型脂肪酸合成酶（FAS）的抑制活性与之前报道的强效抑制剂 C75 相当。研究还发现，5-[(E)-环烷-2-亚烯基甲基]-TLM（ent-5c）对哺乳动物 I 型脂肪酸合成酶的抑制活性略低于 C75。