2-(methoxycarbonyl)-1,4-cyclohexanedione | 27024-89-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(methoxycarbonyl)-1,4-cyclohexanedione
• 英文别名: methyl 2,5-dioxocyclohexanecarboxylate；Methyl 2,5-dioxocyclohexane-1-carboxylate
• CAS: 27024-89-1
• 化学式: C₈H₁₀O₄
• 分子量: 170.165
• InChiKey: ZNEFSMFKESSNFL-UHFFFAOYSA-N

物化性质

• 沸点：
  291.6±40.0 °C(Predicted)
• 密度：
  1.241±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-氯苯基)-2-硝基乙烯 、 2-(methoxycarbonyl)-1,4-cyclohexanedione 在 N-[3,5-双(三氟甲基)苯基]-N′-[(9R)-6′-甲氧基-9-金鸡宁]硫脲 作用下， 以 苯甲腈 为溶剂， 反应 6.0h， 以83%的产率得到(1R,5S,6R,7S)-methyl 7-(4-chlorophenyl)-5-hydroxy-6-nitro-2-oxobicyclo[3.2.1]octane-1-carboxylate
  参考文献：
  名称：

  方便Domino访问手性双环[3.2.1]辛烷并发现新的催化活化方式

  摘要：

  已经开发了一种高度对映体和非对映体选择性的有机多米诺骨牌迈克尔-亨利方法，用于制备具有四个立体生成中心（包括两个四级立体中心）的合成上独特且具有医学重要性的双环[3.2.1]辛烷衍生物。已经对过渡态进行了理论DFT计算，以揭示优异的立体选择性的起源。因此提出了一种新颖的对偶模型。

  DOI：

  10.1021/ol1007795
• 作为产物：
  描述：

  Methyl 5,5-dimethoxy-2-oxocyclohexanecarboxylate 在 盐酸 作用下， 以 丙酮 为溶剂， 生成 2-(methoxycarbonyl)-1,4-cyclohexanedione
  参考文献：
  名称：

  Stereoselective total synthesis of racemic nootkatone

  摘要：

  DOI：

  10.1021/jo00803a023

文献信息

• Rapid assembly of complex cyclopentanes employing chiral, α,β-unsaturated acylammonium intermediates
  作者：Gang Liu、Morgan E. Shirley、Khoi N. Van、Rae Lynn McFarlin、Daniel Romo

  DOI：10.1038/nchem.1788

  日期：2013.12

  With the intention of improving synthetic efficiency, organic chemists have turned to bioinspired organocascade or domino processes that generate multiple bonds and stereocentres in a single operation. However, despite the great importance of substituted cyclopentanes, given their prevalence in complex natural products and pharmaceutical agents, the rapid, enantioselective assembly of these carbocycles lags behind cyclohexanes. Here, we describe a Michael–aldol-β-lactonization organocascade process for the synthesis of complex cyclopentanes utilizing chiral α,β-unsaturated acylammonium intermediates, readily generated by activation of commodity unsaturated acid chlorides with chiral isothiourea catalysts. This efficient methodology enables the construction of two C–C bonds, one C–O bond, two rings and up to three contiguous stereogenic centres delivering complex cyclopentanes with high levels of relative and absolute stereocontrol. Our results suggest that α,β-unsaturated acylammonium intermediates have broad utility for the design of organocascade and multicomponent processes, with the latter demonstrated by a Michael–Michael–aldol-β-lactonization. Despite their appearance in a number of bioactive natural products, the synthesis of 5-membered carbocycles has received much less attention than synthesis of their 6-membered counterparts. Here, a Michael-aldol-β-lactonization cascade is used to forge two C-C bonds, one C-O bond, two rings and up to three contiguous stereocentres and deliver complex cyclopentanes with high levels of relative and absolute stereocontrol.

  为了提高合成效率，有机化学家转而采用生物启发的有机级联或多米诺过程，在一次操作中生成多个键和立体中心。然而，尽管取代的环戊烷在复杂的天然产品和药物制剂中非常普遍，具有重要意义，但这些碳环的快速对映选择性组装却落后于环己烷。在这里，我们介绍了利用手性δ,δ²-不饱和酰基铵中间体合成复杂环戊烷的迈克尔-醛-δ-内酯化有机级联工艺，这种中间体可通过手性异硫脲催化剂活化商品不饱和酸氯化物而生成。这种高效的方法可以构建两个 CâC 键、一个 CâO 键、两个环和多达三个连续的立体中心，从而提供具有高度相对和绝对立体控制能力的复杂环戊烷。我们的研究结果表明，δ,δ-不饱和酰基铵中间体在设计有机级联和多组分过程中具有广泛的用途，后者通过迈克尔-迈克尔醛-δ-内酯化过程得到了证明。尽管五元碳环出现在许多具有生物活性的天然产物中，但其合成所受到的关注却远远低于六元碳环的合成。在这里，我们利用迈克尔-醛-δ-内酯化级联法生成了两个 C-C 键、一个 C-O 键、两个环和多达三个连续的立体中心，并提供了具有高水平相对和绝对立体控制的复杂环戊烷。
• Dicycloalkyl Urea Glucokinase Activators
  申请人：Murray Anthony

  公开号：US20090118501A1

  公开（公告）日：2009-05-07

  Dicycloalkyl urea glucokinase activators compounds are glucokinase inhibitors useful for the treatment of diabetes.

  二环烷基脲型葡萄糖激酶激活剂化合物是一种有用于糖尿病治疗的葡萄糖激酶抑制剂。
• Urea Glucokinase Activators
  申请人：Lau Jesper

  公开号：US20090105482A1

  公开（公告）日：2009-04-23

  The invention provides a compound of general formula (I) wherein the substituents are defined further in the application, as well as further embodiments hereof described in the attached embodiments. The present invention also provides use of the compounds of the invention for preparation of a medicament for the treatment of various diseases, e.g. for the treatment of type 2 diabetes.

  本发明提供了一种具有一般式(I)的化合物，其中取代基在申请书中进一步定义，以及在所附的实施例中进一步描述的本发明的其他实施例。本发明还提供了使用该化合物制备药物治疗各种疾病的用途，例如治疗2型糖尿病。
• Processes of soaking fabrics with a liquid aqueous persulfate salt-containing composition
  申请人：THE PROCTER & GAMBLE COMPANY

  公开号：EP0915150A1

  公开（公告）日：1999-05-12

  The present invention relates to a process of bleaching a fabric which comprises the steps of : diluting in an aqueous bath a liquid aqueous composition in its neat form, having a pH below 7 and comprising a persulfate salt, contacting said fabric with said aqueous bath comprising said liquid composition, and subsequently rinsing said fabric with water. This bleaching process delivers effective bleaching performance and effective overall stain removal performance while being particularly safe to the fabrics and fabric colours

  本发明涉及一种织物漂白工艺，该工艺包括以下步骤： 在水浴中稀释 pH 值低于 7 并含有过硫酸盐的纯液体水性组合物、 将织物与含有上述液态组合物的水浴接触，然后用水冲洗织物。这种漂白工艺可提供有效的漂白性能和有效的整体去污性能，同时对织物和织物颜色特别安全。
• Liquid aqueous bleaching compositions packaged in a UV-resistant container
  申请人：THE PROCTER & GAMBLE COMPANY

  公开号：EP0913462A1

  公开（公告）日：1999-05-06

  The present invention relates to a liquid aqueous composition having a pH from 0.6 to 7 and comprising a monopersulfate salt and optionally a bleach activator selected from the group consisting of an aldehyde activator compound, a ketone activator compound, a halide activator compound and a mixture thereof, said composition being packaged in UV light resistant container. These compositions are suitable to deliver improved bleaching performance while being chemically and physically stable upon prolonged periods of storage time.

  本发明涉及一种 pH 值为 0.6 至 7 的液态水性组合物，该组合物包含一种单过硫酸盐和一种漂白活化剂，漂白活化剂选自醛类活化剂化合物、酮类活化剂化合物、卤化物活化剂化合物及其混合物，所述组合物包装在抗紫外线容器中。这些组合物既能提高漂白性能，又能在长时间储存时保持化学和物理稳定性。