ω-methyl hydrogen dodec-3-enediolate | 145193-11-9

• 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: ω-methyl hydrogen dodec-3-enediolate
• 英文别名: (E)-12-methoxy-12-oxododec-3-enoic acid
• CAS: 145193-11-9
• 化学式: C₁₃H₂₂O₄
• 分子量: 242.315
• InChiKey: DVWQPDPDPRZZKW-SOFGYWHQSA-N

物化性质

• 沸点：
  369.8±25.0 °C(Predicted)
• 密度：
  1.031±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ω-methyl hydrogen dodec-3-enediolate 在 三氟甲磺酸酐 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 15.5h， 生成 methyl (E)-12-oxo-12-(pyrrolidin-1-yl)-9-((2,2,6,6-tetramethylpiperidin-1-yl)-oxy)-dodec-10-enoate
  参考文献：
  名称：

  TEMPO对β,γ-不饱和酰胺的化学选择性γ-氧化

  摘要：

  报道了一种用于 β,γ-不饱和酰胺的 γ-氧化的化学选择性和稳健的方案。在这种方法中，亲电酰胺活化（在罕见的不饱和酰胺应用中）能够与 TEMPO 进行区域选择性反应，从而产生标题产物。合成产物的自由基环化反应和氧化突出了所得产物的合成效用。

  DOI：

  10.1002/anie.202104023
• 作为产物：
  描述：

  (E)-11-(2-Hydroxy-1,3-dioxo-indan-2-yl)-undec-9-enoic acid methyl ester 在 过碘酸 作用下， 以 乙醚 为溶剂， 反应 4.0h， 以65%的产率得到ω-methyl hydrogen dodec-3-enediolate
  参考文献：
  名称：

  Gill, G. Bryon; Idris, Muhammad S. Hj.; Kirollos, Kirollos S., Journal of the Chemical Society. Perkin transactions I, 1992, # 18, p. 2367 - 2370

  摘要：

  DOI：

文献信息

• SALOMON M. F.; PARDO S. N.; SALOMON R. G., J. AMER. CHEM. SOC., 1980, 102, NO 7, 2473-2475
  作者：SALOMON M. F.、 PARDO S. N.、 SALOMON R. G.

  DOI：——

  日期：——
• [EN] PROCESS FOR THE PREPARATION OF DICARBOXYLIC ACIDS OR DICARBOXYLIC ACID ESTERS BY METATHESIS<br/>[FR] PROCÉDÉ DE PRÉPARATION D'ACIDES DICARBOXYLIQUES OU D'ESTERS D'ACIDES DICARBOXYLIQUES PAR MÉTATHÈSE
  申请人：EMERY OLEOCHEMICALS GMBH

  公开号：WO2011110349A2

  公开（公告）日：2011-09-15

  The present invention relates to a process for the preparation of dicarboxylic acids or dicarboxylic acid esters comprising the following process steps: A1 provision of at least the following reactants: a1 - a first aliphatic compound having 5 to 40 carbon atoms with in each case at least one functional group of the general formula (I) and (II), wherein R1 is a saturated or unsaturated aliphatic group having 2 to 20, preferably 4 to 16 and particularly preferably 6 to 12 carbon atoms and R2 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, preferably having 1 to 5 carbon atoms and particularly preferably having 1, 2 or 3 carbon atoms formula (I) and (II) and a2 at least one further aliphatic compound which differs from the first aliphatic compound, chosen from the group consisting of a2a a compound of the general formula (III) in which n is chosen from 1, 2, 3, 4 and 5; a2b a compound of the general formula (IV) in which R3 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, preferably having 1 to 5 carbon atoms and particularly preferably having 1, 2 or 3 carbon atoms and R4 and R5 independently of each other are a saturated alkylene group having 1 to 14 carbon atoms, preferably having 1 to 10 carbon atoms and very particularly preferably 1 to 5 carbon atoms; A2 provision of at least one organometallic catalyst based on ruthenium; A3 bringing into contact of the reactants and the catalyst to obtain a product mixture and the catalyst; A4 separating off of the catalyst; A5 optionally division of the product mixture into products Pi, i being a natural number, and the reactants which remain; the process being a metathesis reaction, and the dicarboxylic acid obtainable therefrom and the dicarboxylic acid ester obtainable therefrom, a process for the preparation of a polymer and the polymer obtainable by this process.
• Chemoselective γ‐Oxidation of β,γ‐Unsaturated Amides with TEMPO
  作者：Sebastian Heindl、Margaux Riomet、Ján Matyasovsky、Miran Lemmerer、Nicolas Malzer、Nuno Maulide

  DOI：10.1002/anie.202104023

  日期：2021.8.23

  A chemoselective and robust protocol for the γ-oxidation of β,γ-unsaturated amides is reported. In this method, electrophilic amide activation, in a rare application to unsaturated amides, enables a regioselective reaction with TEMPO resulting in the title products. Radical cyclisation reactions and oxidation of the synthesised products highlight the synthetic utility of the products obtained.

  报道了一种用于 β,γ-不饱和酰胺的 γ-氧化的化学选择性和稳健的方案。在这种方法中，亲电酰胺活化（在罕见的不饱和酰胺应用中）能够与 TEMPO 进行区域选择性反应，从而产生标题产物。合成产物的自由基环化反应和氧化突出了所得产物的合成效用。
• Gill, G. Bryon; Idris, Muhammad S. Hj.; Kirollos, Kirollos S., Journal of the Chemical Society. Perkin transactions I, 1992, # 18, p. 2367 - 2370
  作者：Gill, G. Bryon、Idris, Muhammad S. Hj.、Kirollos, Kirollos S.

  DOI：——

  日期：——