2-环己基丙酸 | 77124-22-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-环己基丙酸
• 英文名称: 2-cyclohexylidenepropanoic acid
• 英文别名: 2-cyclohexylidenpropanoic acid；2-cyclohexylidene-propionic acid；2-Cyclohexyliden-propionsaeure；α-Cyclohexyliden-propionsaeure
• CAS: 77124-22-2
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: ILPJNQOCORRCHP-UHFFFAOYSA-N

物化性质

• 熔点：
  83 °C
• 沸点：
  160 °C(Press: 17 Torr)
• 密度：
  1.078±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-环己基丙酸 在 硫酸 、 氧气 、 三苯基膦 作用下， 以 氯仿 为溶剂， 反应 38.25h， 生成 3-methylene-1-oxaspiro[3.5]nonan-2-one
  参考文献：
  名称：

  Synthesis of .alpha.-methylene .beta.-lactones, novel heterocycles

  摘要：

  Triphenylphosphine deoxygenation of beta-alkyl, beta,beta-dialkyl-, and beta,beta-spirocycloalkyl-substituted alpha-methylene-beta-peroxy lactones 3a-k, which are readily available by photooxygenation of the corresponding alpha,beta-unsaturated carboxylic acids 1, and cyclization of the resulting alpha-methylene-beta-hydroperoxy acids 2 constitute a convenient method for the preparation of a variety of alpha-methylene beta-lactones 5. Alternatively, the alpha-methylene-beta-hydroxy carboxylic acids 4 can be directly cyclized by benzenesulfonyl chloride in pyridine into these novel four-membered ring heterocycles 5.

  DOI：

  10.1021/jo00020a016
• 作为产物：
  描述：

  环己乙炔 生成 2-环己基丙酸
  参考文献：
  名称：

  DERIEN, SYLVIE;CLINET, JEAN-CLAUDE;DUNACH, ELISABETH;PERICHON, JACQUES, SYNLETT.,(1990) N, C. 361-364

  摘要：

  DOI：

文献信息

• Intramolecular Nitrofuran Diels–Alder Reactions: Extremely Substituent-Tolerant Cycloadditions via Asynchronous Transition States
  作者：Thomas Y. Cowie、Marcos Veguillas、Robert L. Rae、Mathilde Rougé、Justyna M. Żurek、Andrew W. Prentice、Martin J. Paterson、Magnus W. P. Bebbington

  DOI：10.1021/acs.joc.7b00781

  日期：2017.7.7

  Nitrofurans undergo intramolecular Diels–Alder reactions with tethered electron-poor dienophiles more rapidly and in higher yield than non-nitrated furans. Computational studies indicate that increased stabilization of a partial positive charge on the nitro-substituted carbon in both transition state and product is the driving force for these reactions. Frontier molecular orbital energy differences

  与未硝化的呋喃相比，硝基呋喃经历分子内的Diels-Alder反应时，系留电子贫乏的双亲亲烯体的速度更快且产率更高。计算研究表明，在过渡态和产物中，硝基取代碳上部分正电荷的稳定性提高是这些反应的驱动力。前沿的分子轨道能量差异表明硝化后从正电子需求到反电子需求的转换。呋喃和硝基呋喃之间的芳族稳定能似乎没有差异。计算表明，硝基呋喃反应通过高度异步的过渡态进行，从而更容易在两个空间位阻的碳之间形成键。
• All-Carbon-Substituted Quaternary Carbon Atoms in Oxindoles by an Aerobic Palladium(II)-Catalyzed Ring Closure onto Tri- and Tetrasubstituted Double Bonds
  作者：Julia A. Schiffner、Martin Oestreich

  DOI：10.1002/ejoc.201001526

  日期：2011.2

  Oxidative palladium(II)-catalyzed cyclization of α,β-unsaturated amides derived from electron-rich anilines is reported. The aerobic ring closure of tri- and tetrasubstituted alkenes yields oxindoles with congested all-carbon-substituted quaternary carbon atoms. The ring-size selectivity is excellent. Selected unsymmetrically substituted arenes cyclize with perfect regioselectivity. Experimental evidence

  据报道，氧化钯 (II) 催化的 α,β-不饱和酰胺环化源自富电子苯胺。三取代和四取代烯烃的有氧闭环产生具有拥挤的全碳取代季碳原子的羟吲哚。环尺寸选择性非常好。选定的不对称取代芳烃以完美的区域选择性环化。实验证据表明，该机制可能涉及 Friedel-Crafts 型亲电取代而不是直接的 C-H 键活化。
• COMPOUNDS USEFUL AS MODULATORS OF TRPM8
  申请人：SENOMYX, INC.

  公开号：US20150376136A1

  公开（公告）日：2015-12-31

  The present invention includes compounds useful as modulators of TRPM8, such as compounds of Formulae (Ia), (Ib) and (Ic), and the subgenus and species thereof; personal products containing those compounds; and the use of those compounds and the personal products, particularly the use of increasing or inducing chemesthetic sensations, such as cooling or cold sensations.

  本发明包括作为TRPM8调节剂有用的化合物，例如式(Ia)、(Ib)和(Ic)的化合物，以及其亚属和种类；含有这些化合物的个人产品；以及利用这些化合物和个人产品，特别是利用增加或诱导化学感觉，如凉爽或冷感觉。
• 3-Carbamoyl-2-Pyridone Derivative
  申请人：Ishizuka Natsuki

  公开号：US20080103139A1

  公开（公告）日：2008-05-01

  The present invention provides compounds having an agonistic activity to the cannabinoid receptor, which is represented by the formula (I): wherein R 1 is optionally substituted C1-C8 alkyl and the like; R 2 is C1-C6 alkyl; R 3 is C1-C6 alkyl and the like; or R 2 and R 3 taken together with may form an optionally substituted 5 to 10 membered non-aromatic carbon ring; R 4 is hydrogen and the like; G is a group selected from the groups shown by the formula an the like: wherein R 5 is hydrogen and the like; X 1 is a single bond and the like; X 2 is optionally substituted C1-C8 alkylene that may be replaced by one or two groups of —O—, or —N(R 6 )—, wherein R 6 is hydrogen and the like, and the like; X 3 is a single bond and the like; a pharmaceutically acceptable salt or a solvate thereof, and pharmaceutical compositions, atopic dermatitis treating agents, and anti-pruritus agents, especially anti-pruritus agents for oral used and for external application, which each contains the said compound as an active ingredient.

  本发明提供了具有激动大麻素受体的作用的化合物，其由式（I）表示：其中，R1是可选取的取代的C1-C8烷基等；R2是C1-C6烷基；R3是C1-C6烷基等；或R2和R3共同形成可选取代的5至10个成员的非芳香碳环；R4是氢等；G是由式等所示的基团中选取的基团：其中，R5是氢等；X1是单键等；X2是可选取代的C1-C8烷基，可以被一或两个-O-或-N（R6）-的基团替代，其中R6是氢等；X3是单键等；其药学上可接受的盐或其溶剂，以及制药组合物、治疗特应性皮炎的制剂和抗瘙痒剂，特别是口服和外用的抗瘙痒剂，每种制剂均以所述化合物为活性成分。
• 3-CARBAMOYL-2-PYRIDONE DERIVATIVES
  申请人：ISHIZUKA Natsuki

  公开号：US20120208813A1

  公开（公告）日：2012-08-16

  The present invention provides compounds having an agonistic activity to the cannabinoid receptor, which is represented by the formula (I): wherein R 1 , R 2 , R 3 , R 4 , and G are defined as herein, a pharmaceutically acceptable salt or a solvate thereof, and pharmaceutical compositions, atopic dermatitis treating agents, and anti-pruritus agents, especially anti-pruritus agents for oral used and for external application, which each contains the said compound as an active ingredient.

  本发明提供了具有激动大麻素受体的活性的化合物，该受体由公式（I）表示：其中R1、R2、R3、R4和G如本文所定义，其药学上可接受的盐或溶剂，以及制备该化合物为活性成分的药物组合物、治疗特应性皮炎的药剂和抗瘙痒剂，尤其是用于口服和外用的抗瘙痒剂。