5-Vinyl-trans-hexen-2-disaeuredimethylester | 26474-34-0

• 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: 5-Vinyl-trans-hexen-2-disaeuredimethylester
• 英文别名: dimethyl (2E)-5-vinyl-2-hexenedioate；dimethyl (E)-5-ethenylhex-2-enedioate
• CAS: 26474-34-0
• 化学式: C₁₀H₁₄O₄
• 分子量: 198.219
• InChiKey: KRJNQWIYEXYURP-FNORWQNLSA-N

物化性质

• 沸点：
  259.2±40.0 °C(Predicted)
• 密度：
  1.045±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-Vinyl-trans-hexen-2-disaeuredimethylester 在 platinum(IV) oxide 氢气 作用下， 生成 2-乙基己二酸二甲酯
  参考文献：
  名称：

  Della,E.W.; Kendall,M., Australian Journal of Chemistry, 1969, vol. 22, p. 2351 - 2357

  摘要：

  DOI：
• 作为产物：
  描述：

  4-溴-2-丁烯酸甲酯 在 银 作用下， 生成 5-Vinyl-trans-hexen-2-disaeuredimethylester
  参考文献：
  名称：

  Della,E.W.; Kendall,M., Australian Journal of Chemistry, 1969, vol. 22, p. 2351 - 2357

  摘要：

  DOI：

文献信息

• Coupling reactions of vinylketene silyl acetals promoted by titanium tetrachloride
  作者：Kenji Hirai、Iwao Ojima

  DOI：10.1016/s0040-4039(00)81527-0

  日期：1983.1

  Homo- and cross-couplings of vinylketene silyl acetals were found to be effectively promoted by titanium tetrachloride to give the corresponding unsaturated diesters in good yields. The reactions between two different ketene silyl acetate afforded the corresponding cross-coupling products in unexpectedly good selectivities.

  发现四氯化钛可有效地促进乙烯酮甲硅烷基乙缩醛的均相和交叉偶联，从而以良好的收率得到相应的不饱和二酯。两种不同的乙烯酮乙酸乙烯酯之间的反应以出乎意料的良好选择性提供了相应的交叉偶联产物。
• Oxidative Dimerization of Lithium-Enolates of Esters Promoted by TitaniumTetrachloride
  作者：Iwao Ojima、Stephan M. Brandstadter、Robert J. Donovan

  DOI：10.1246/cl.1992.1591

  日期：1992.8

  Oxidative dimerization of lithium ester enoalates is effectively promoted by TiCl4, which serves as a new and efficient synthetic method. Mechanistic study indicates that the reaction proceeds via a radical-like mechanism, but it is not a free radical process.

  四氯化钛能有效促进锂酯烯醇盐的氧化二聚反应，这一新方法具有高效性。机理研究表明，反应通过类自由基机制进行，但并非自由基过程。
• A Novel Strategy Towards the Asymmetric Synthesis of Orthogonally Funtionalised 2-N-Benzyl-N-α-methylbenzylamino- 5-carboxymethyl-cyclopentane-1-carboxylic acid.
  作者：Narciso Garrido、Mohamed El Hammoumi、David Díez、Mercedes García、Julio Urones

  DOI：10.3390/90500373

  日期：——

  The asymmetric synthesis of the orthogonally funtionalised compounds tert-butyl 2-N-benzyl-N-α-methylbenzylamino-5-methoxycarbonylmethylcyclopentane- 1-carboxylate and methyl 2-N-benzyl-N-α-methylbenzylamino-5–carboxymethylcyclo- pentane-1-carboxylate by a domino reaction of tert-butyl methyl (E,E)-octa-2,6- diendioate with lithium N-α-methylbenzyl-N-benzylamide initiated by a Michael addition, subsequent 5-exo-trig intramolecular cyclisation and posterior selective hydrolysis with trifluoroacetic acid is reported.

  正交官能化化合物叔丁基2-N-苯甲基-N-α-甲基苯甲基氨基-5-甲氧基羰基甲基环戊烷-1-羧酸酯和甲基2-N-苯甲基-N-α-甲基苯甲基氨基-5-羧甲基环戊烷-的不对称合成通过叔丁基甲基 (E,E)-八-2,6-二烯二酸酯与 N-α-甲基苄基-N-苄基酰胺锂的多米诺反应生成 1-羧酸酯，该反应由 Michael 加成引发，随后进行 5-exo-trig 分子内环化并报道了用三氟乙酸进行后选择性水解。
• On the regioselectivity of coupling of substituted allyl radicals. Steric versus FMO control
  作者：Daniel J. Pasto、Gaël L'Hermine

  DOI：10.1016/s0040-4020(01)90155-3

  日期：1993.4

  The photo-induced decomposition of substituted-homoallylic 4-nitrobenzenesulfenates produces substituted allyl radicals which undergo dimerization and coupling with the 4-nitrobenzenethiyl radical. The regioselectivity of the dimerization of the allyl radicals is controlled by both steric and FMO properties depending on the nature of the substituent.
• Orsini, F.; Pelizzoni, F., Synthetic Communications, 1984, vol. 14, # 2, p. 169 - 178
  作者：Orsini, F.、Pelizzoni, F.

  DOI：——

  日期：——