2,10-dimethyl-2,9-undecadien-6-one | 2520-57-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,10-dimethyl-2,9-undecadien-6-one
• 英文别名: 2,10-dimethylundeca-2,9-dien-6-one
• CAS: 2520-57-2
• 化学式: C₁₃H₂₂O
• 分子量: 194.317
• InChiKey: LTJOXDFGIGRGCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,10-dimethyl-2,9-undecadien-6-one 在 bis(2,4,6-trimethylpyridine)iodine(I) hexafluorophosphate 、 lithium diisopropyl amide 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 生成 7-(1-Iodo-1-methyl-ethyl)-4-(4-methyl-pent-3-enyl)-6,7-dihydro-5H-oxepin-2-one
  参考文献：
  名称：

  Preparation of the hexanolide isolated from Conyza hypoleuca

  摘要：

  A synthesis of racemic 13-hydroxy-10-sesquigeranic-1,12-olide is reported using bis(symcollidine)iodine(I) hexafluorophosphate in the lactonisation key step.

  DOI：

  10.1016/s0040-4039(00)73843-3
• 作为产物：
  描述：

  7-Methyl-2-(3-methyl-but-2-enyl)-3-oxo-oct-6-enoic acid methyl ester 生成 2,10-dimethyl-2,9-undecadien-6-one
  参考文献：
  名称：

  Preparation of the hexanolide isolated from Conyza hypoleuca

  摘要：

  A synthesis of racemic 13-hydroxy-10-sesquigeranic-1,12-olide is reported using bis(symcollidine)iodine(I) hexafluorophosphate in the lactonisation key step.

  DOI：

  10.1016/s0040-4039(00)73843-3

文献信息

• Oxovanadium-catalysed domino reactions of hydroxy enynes for the construction of Cashmeran-like odorants
  作者：Jie Liu、Lijun Zhou、Yue Zou、Quanrui Wang、Andreas Goeke

  DOI：10.1039/d0ob01731k

  日期：——

  of hydroxy enynes for the synthesis of bicyclo[4.3.0]non-1(9)-en-2-ones is disclosed, which can be rationalised through a cascade reaction of a dissociative Meyer–Schuster rearrangement to allenyl vanadates, followed by a thermal intramolecular Diels–Alder (IMDA) reaction and hydrolytic regeneration of the catalyst.

  公开了一种原子经济的氧钒酸盐催化的羟基烯环异构化，用于合成双环[4.3.0] non-1(9)-en-2-ones，这可以通过解离的 Meyer-Schuster 的级联反应来合理化重排为钒酸烯基酯，然后进行热分子内 Diels-Alder (IMDA) 反应和催化剂的水解再生。
• [EN] AMORFRUTIN ANALOGS AS PPARGAMMA-MODULATORS<br/>[FR] ANALOGUES DE L'AMORFRUTINE EN TANT QUE MODULATEURS DE PPARGAMMA
  申请人：MAX PLANCK GES ZUR FÖRDERUNG DER WISSENSCHAFTEN E V

  公开号：WO2014177593A1

  公开（公告）日：2014-11-06

  The present invention relates to Amorfrutin analogues and stereoisomeric forms, solvates, hydrates, conjugates and/or pharmaceutically acceptable salts of these compounds as well as pharmaceutical compositions containing at least one of these Amorfrutin analogues together with pharmaceutically acceptable carrier, excipient and/or diluents. Said Amorfrutin analogues have been identified as modulators of the peroxisome proliferator-activated receptors (PPARs), especially PPARϒ and are useful for the prevention and treatment of metabolic diseases, inflammatory diseases, cancer and preparation of phytomedicals and/or functional food products for prevention of metabolic diseases.

  本发明涉及Amorfrutin类似物和立体异构体形式，以及这些化合物的溶剂结晶体、水合物、结合物和/或药用可接受的盐，以及包含至少一种这些Amorfrutin类似物的药物组合物，与药用可接受的载体、赋形剂和/或稀释剂。所述的Amorfrutin类似物已被确定为过氧化物酶增殖物活化受体（PPARs）的调节剂，特别是PPARϒ，并且对于预防和治疗代谢性疾病、炎症性疾病、癌症以及制备植物药和/或功能性食品产品以预防代谢性疾病是有用的。
• Stereo- and regioselectivity of intramolecular 1,2-arene-alkene photocycloaddition in 2-alkenyl-4-chromanones
  作者：Govind P. Kalena、Padmanava Pradhan、Asoke Banerji

  DOI：10.1016/s0040-4020(98)01134-x

  日期：1999.3

  Intramolecular 1,2-arene-alkene photocycloaddition of 2-alkenyl-4-chromanones gave complex multicyclic oxatetracyclotetradecanediones which on internal photo- and microwave induced thermal rearrangements provided a diverse array of compounds with [3.3.0]bicyclooctane carbon frame work. The stereo- and regiochemical aspects as well as desymmetrization of alkenyl chromanones due to intramolecular 1,2-arenealkene

  2-烯基-4-发色酮的分子内1,2-芳烃-烯烃光环加成反应生成复杂的多环草酸酯四环十二烷二酮，在内部光和微波诱导的热重排下，提供了具有[3.3.0]双环辛烷碳骨架的多种化合物。还讨论了由于分子内1，2-亚芳基烯烃的光环加成而引起的烯基苯并二氢呋喃酮的立体和区域化学方面以及去对称化。
• 10.1021/jacs.4c06601
  作者：Essayan, Daniel E.、Schubach, Matthew J.、Smoot, Jeanelle M.、Puri, Taranee、Pronin, Sergey V.

  DOI：10.1021/jacs.4c06601

  日期：——

  catalyzed by iron complexes and allows for the site-selective hydrofunctionalization of polyenols. Experimental data suggest that coordination of the hydroxy group to the iron hydride intermediate plays an important role in preferential engagement of the allylic alcohol motif and provides a new basis for selectivity in radical hydrofunctionalization events. As a proof of concept, β- and γ-amino alcohols

  描述了氢原子向烯烃的定向转移。该过程由铁络合物催化，并允许多烯醇的位点选择性氢功能化。实验数据表明，羟基与氢化铁中间体的配位在烯丙基醇基序的优先结合中起重要作用，并为自由基氢功能化事件的选择性提供了新的基础。作为概念验证，β-氨基和 γ-氨基醇由相应的多烯醇选择性制备。
• Allylic Alcohols as Radical Allylating Agents. An Overall Olefination of Aldehydes and Ketones
  作者：Nicolas Charrier、Béatrice Quiclet-Sire、Samir Z. Zard

  DOI：10.1021/ja802899m

  日期：2008.7.1

  2-Fluoroyridynl derivatives of allylic alcohols react with xanthates in the presence of lauroyl peroxide to give alkenes, often with high stereoselectivity. If the allylic alcohols are themselves derived from aldehydes or ketones, the overall process becomes a synthetic equivalent of the classical Witting and related olefination reactions.