5,5-Dimethoxyhexanoate | 88681-72-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,5-Dimethoxyhexanoate
• 英文别名: methyl 5,5-dimethoxyhexanoate
• CAS: 88681-72-5
• 化学式: C₉H₁₈O₄
• 分子量: 190.24
• InChiKey: JCPDKKWAAVMYHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,5-Dimethoxyhexanoate 在 吡啶 、 盐酸羟胺 作用下， 以 乙醇 、 氯仿 为溶剂， 生成
  参考文献：
  名称：

  An Acetal Acylation Methodology for Producing Diversity of Trihalomethyl- 1,3‑dielectrophiles and 1,2-Azole Derivatives

  摘要：

  A series of functionalized 1,1,1-trihalo-4-methoxy-3-alken-2-ones [CX3C(O)CR1=CROMe, where X = F or Cl; R = n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, n-tridecyl, (CH2)(2)CH=C(Me)(2), (CH2)(2)Ph, (CH2)(2)-(4-HOC6H4), (CH2)(2)-(4-MeOC6H4), (CH2)(2)CO2Me, (CH2)(3)CO2Me, CH(SMe)CH3, CH2(2-MeOC6H4), and R-1 = H, and R = H and R-1 = n-decyl] were synthesized from respective alkyl methyl ketones or aldehyde via acetal acylation using trifluoroacetic anhydride and trichloroacetyl chloride. 1,1,1-Trihalo-4-methoxy-3-alken-2-ones with acid-compatible substituents were easily hydrolyzed to respective trihalomethyl-1,3-diketones. The 1,1,1-trihalo-4-methoxy-3-alken-2-ones and/or respective trihalomethyl-1,3-diketones were reacted regiospecifically with hydroxylamine hydrochloride, leading to isoxazole derivatives, and with hydrazines, leading to respective 1H-pyrazole derivatives. The structures of all compounds were assigned based on nuclear magnetic resonance (NMR) and mass spectrometric data. This method represents an efficient pathway for the regioselective trihaloacetylation of asymmetrically substituted alkyl methyl ketones and highly self-condensing aldehydes. Moreover, this approach allows the introduction of biologically recognizable moieties, such as those from levulinic acid, sulcatone (prenyl), benzylacetone, anisylacetone, and raspberry ketone, as synthetic molecular targets.

  DOI：

  10.21577/0103-5053.20190160
• 作为产物：
  描述：

  甲醇 、 2,2-Dimethoxy-6-methyl-3,4-dihydropyran 在 acid 作用下， 生成 5,5-Dimethoxyhexanoate
  参考文献：
  名称：

  酸催化的2,2-二甲氧基-3,4-二氢吡喃类化合物水解为3,4-二氢-α-吡喃酮和δ-酮酸酯的机理和合成方面

  摘要：

  酸催化的2,2-二甲氧基-3,4-二氢吡喃（）水解生成δ-酮酸酯（）和3,4-二氢-α-吡喃酮（）的混合物。当在水/二氯甲烷的两相系统中进行水解时，随着在3位，5位和6位烷基的取代增加而增加的量。结果表明，甲醇直接由形成，而甲醇则由甲醇直接形成。讨论了这些水解反应的机理和合成方面。

  DOI：

  10.1016/s0040-4039(00)95431-5

文献信息

• Ketal claisen rearrangements of functionalized ketals
  作者：G.William Daub、Sharon R. Lunt

  DOI：10.1016/s0040-4039(00)85907-9

  日期：1983.1

  Functionalized ketals participate successfully in the acid-catalyzed ketal Claisen rearrangement to afford mixtures of the isomeric γ,δ-unsaturated ketones, with the more highly substituted isomer predominating by a factor of 2–4:1.

  功能化的缩酮成功地参与了酸催化的缩酮Claisen重排，从而提供了异构体γ，δ-不饱和酮的混合物，取代度更高的异构体的比例为2-4：1。
• MONOFUNCTIONAL CARBOCYANINE DYES FOR IN VIVO AND IN VITRO IMAGING
  申请人：Hilderbrand Scott A.

  公开号：US20110286933A1

  公开（公告）日：2011-11-24

  The present invention provides symmetric carbocyanine dyes and dye precursors useful for fluorescence microscopy, and methods of making and using same.

  本发明提供了对称的碳氰染料和染料前体，可用于荧光显微镜技术，并提供制备和使用该染料的方法。
• Medium-Sized Carbocycles by Samarium Diiodide-Induced Carbonyl−Alkene Cyclizations
  作者：Jakub Saadi、Dieter Lentz、Hans-Ulrich Reissig

  DOI：10.1021/ol901183h

  日期：2009.8.6

  Intramolecular samarium diiodide-induced carbonyl-alkene or carbonyl-alkyne coupling reactions afforded without high dilution conditions 9- and 10-membered benzannulated carbocycles of type II and III in surprisingly good yields and stereoselectivities. A novel samarium diiodide-mediated cascade process leading to tricyclic compounds of type IV was also observed. Bisbenzannulated 10- and 11-membered carbocycles were prepared in very good yields.
• DAUB, G. W.;LUNT, S. R., TETRAHEDRON LETT., 1983, 24, N 41, 4397-4400
  作者：DAUB, G. W.、LUNT, S. R.

  DOI：——

  日期：——
• SCHEEREN J. W.; BAKKER C. G.; PEPERZAK R.; NIVARD R. J. F., TETRAHEDRON LETT., 28,(1987) N 16, 1821-1824
  作者：SCHEEREN J. W.、 BAKKER C. G.、 PEPERZAK R.、 NIVARD R. J. F.

  DOI：——

  日期：——