2-carbomethoxy-4-methylcyclohexanone | 56576-40-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-carbomethoxy-4-methylcyclohexanone
• 英文别名: 2-methoxycarbonyl-4-methylcyclohexanone；5-methyl-2-oxocyclohexanecarboxylic acid methyl ester；Methyl 5-methyl-2-oxocyclohexane-1-carboxylate
• CAS: 56576-40-0
• 化学式: C₉H₁₄O₃
• 分子量: 170.208
• InChiKey: DDDSUQQCLRBPEY-UHFFFAOYSA-N

物化性质

• 沸点：
  240.3±33.0 °C(Predicted)
• 密度：
  1.060±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-carbomethoxy-4-methylcyclohexanone 在 二异丁基氢化铝 作用下， 生成 4-methylheptanedial
  参考文献：
  名称：

  直接催化不对称烯醛缩醛化。

  摘要：

  DOI：

  10.1002/anie.200351266
• 作为产物：
  描述：

  4-甲基环己酮 以60%的产率得到2-carbomethoxy-4-methylcyclohexanone
  参考文献：
  名称：

  Synthesis of [b]-Condensed Alkyl 3-Hydroxythiophene-2-carboxylates

  摘要：

  对合成双环烷基3-羟基噻吩-2-羧酸酯的Fiesselmann方法进行简单改进，只需两步即可提高产率。

  DOI：

  10.1055/s-1992-26152

文献信息

• Synthesis of Substituted Hydrindanes. Part I. Products Arising from the Cyclization of Acetonyl Cyclohexanones and Acetonyl Cyclohexadiones
  作者：André Beth、Jacques Pelletier、Robert Russo、Marcel Soucy、Robert H. Burnell

  DOI：10.1139/v75-209

  日期：1975.5.15

  The preparation and cyclizations of certain 1,4-diketones have been studied as a route to substituted hydrindan-2-one systems. Other types of products encountered are also described.

  某些 1,4-二酮的制备和环化已被研究作为取代 hydrindan-2-one 系统的途径。还描述了遇到的其他类型的产品。
• A concise total synthesis of (±)-acutifolone A
  作者：Ming-Tsang Hsieh、Hsing-Jang Liu、Tai Wei Ly、Kak-Shan Shia

  DOI：10.1039/b905910e

  日期：——

  Starting from 4-methylcyclohexanone (7), a concise total synthesis of the pinguisane-type sesquiterpenoid acutifolone A, in racemic form, has been accomplished in 14 steps with an overall yield of 14.5%.

  从4-甲基环己酮（7）出发，成功地在14个步骤中实现了对pinguisane型倍半萜类化合物acutifolone A的简洁全合成，得率为14.5%。
• Efficient Synthesis of Furan-2-ylacetates, 7-(Alkoxycarbonyl)benzofurans, and 7-(Alkoxycarbonyl)-2,3-dihydrobenzofurans Based on Cyclization Reactions of Free and Masked Dianions:  A “Cyclization/Dehydrogenation” Strategy
  作者：Esen Bellur、Peter Langer

  DOI：10.1021/jo051767i

  日期：2005.11.1

  A variety of furan-2-ylacetates have been prepared by dehydrogenation of monocyclic 2-alkylidene-tetrahydrofurans, which are readily available by cyclizations of open-chained 1,3-dicarbonyl dianions with 1-bromo-2-chloroethane. 5'H-[2,3']Bifuranyl-2'-ones are available based on sequential "cyclization/dehydrogenation" reactions of alpha-acetyl-gamma-butyrolactones. A variety of 7-(alkoxycarbonyl)-benzofarans and 7-(alkoxycarbonyl)-2,3-dihydrobenzofurans were prepared by a cyclization/ dehydrogenation strategy. These reactions rely on cyclizations of 2-oxocycloalkane-1-carboxylate/derived 1,3-dicarbonyl dianions ("free dianions") or 1,3-bis-silyl enol ethers ("masked dianions") with various 1,2-dielectrophiles.
• Anthranilic acid replacements in a niacin receptor agonist
  作者：Darby Schmidt、Abigail Smenton、Subharekha Raghavan、Hong Shen、Fa-Xiang Ding、Ester Carballo-Jane、Silvi Luell、Tanya Ciecko、Tom G. Holt、Michael Wolff、Andrew Taggart、Larissa Wilsie、Mihajlo Krsmanovic、Ning Ren、Daniel Blom、Kang Cheng、Peggy E. McCann、M.Gerard Waters、James Tata、Steven Colletti

  DOI：10.1016/j.bmcl.2010.04.001

  日期：2010.6

  Niacin is an effective drug for raising HDL cholesterol. However, niacin must be taken in large doses and significant side effects are often observed, including facial flushing, loss of glucose tolerance, and liver toxicity. An anthranilic acid was identified as an agonist of the niacin receptor. In order to improve efficacy and provide structural diversity, replacements for the anthranilic acid were investigated and several compounds with improved properties were identified. (C) 2010 Elsevier Ltd. All rights reserved.
• On the palladium catalyzed reaction of methallyl-1,1-diacetate with cyclic β-ketoesters. Intervention of hidden mechanisms.
  作者：D Gravel、S Benoît、S Kumanovic、H Sivaramakrishnan

  DOI：10.1016/s0040-4039(00)91632-0

  日期：1992.3

  Palladium(0) catalysis in the title reaction causes the release of methacrolein which competes effectively with the pi-allyl species in product formation, a bicycloannulated derivative, when DBU is used as base.