ethyl (2-methylidenylcyclohexyl)acetate | 53544-45-9

• 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
• 英文名称: ethyl (2-methylidenylcyclohexyl)acetate
• 英文别名: ethyl 2-(2-methylenecyclohexyl)acetate；ethyl (2-methylenecyclohexyl)acetate；ethyl 2-methylenecyclohexaneacetate；ethyl 2-methylenecyclohexyl acetate；Aethyl-2-methylencyclohexylacetat；Ethyl 2-(2-methylidenecyclohexyl)acetate
• CAS: 53544-45-9
• 化学式: C₁₁H₁₈O₂
• 分子量: 182.263
• InChiKey: RHOOZRFFRFNOEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl (2-methylidenylcyclohexyl)acetate 在 盐酸 、 氢氧化钾 、 草酸氯化物 作用下， 以 甲醇 、 乙醚 、 苯 为溶剂， 反应 1.0h， 生成 1-Chloro-3-(2-methylene-cyclohexyl)-propan-2-one
  参考文献：
  名称：

  Synthesis and evaluation of cardiotonic activity of simple butenolides II

  摘要：

  Three 3-(2-hydroxy-2-methylcyclohexylmethyl)butenolides were synthesized and checked for inotropic activity. Very weak effects were observed for all of them.

  DOI：

  10.1016/0223-5234(93)90041-c
• 作为产物：
  描述：

  1-环己烯基-1-甲酸甲酯 在 aluminium hydride 、 丙酸 作用下， 以 四氢呋喃 、 xylene 为溶剂， 反应 12.25h， 生成 ethyl (2-methylidenylcyclohexyl)acetate
  参考文献：
  名称：

  Reductive, radical-induced cyclization of 5-hexenals as a biomimetic model of the chemistry of secologanin formation

  摘要：

  DOI：

  10.1021/jo00225a042

文献信息

• Copper−Carbene Complexes as Catalysts in the Synthesis of Functionalized Styrenes and Aliphatic Alkenes
  作者：Hélène Lebel、Michaël Davi、Silvia Díez-González、Steven P. Nolan

  DOI：10.1021/jo061781a

  日期：2007.1.1

  2-propanol. The copper catalysts are not only inexpensive compared to rhodium complexes, but they also exhibit better functional group compatibility with aromatic aldehydes and ketones. Indeed very high yields were obtained for the formation of styrenes containing nitro, trifluoromethyl, amino, and ester groups, as well as for pyridine-, pyrrole-, and indole-substituted alkenes.

  （NHC）-Cu（NHC = N-杂环卡宾）配合物在三甲基甲硅烷基重氮甲烷，三苯基膦和2-丙醇的存在下有效催化了各种脂肪族和芳香族醛和酮的甲基化反应。与铑配合物相比，铜催化剂不仅价格便宜，而且与芳族醛和酮的官能团相容性也更好。实际上，对于形成含有硝基，三氟甲基，氨基和酯基的苯乙烯，以及吡啶，吡咯和吲哚取代的烯烃，都获得了很高的产率。
• Synthesis of Erythrina and Related Alkaloids. XXVIII. Studies toward Total Synthesis of Non-aromatic Erythrina Alkaloids. (1). Synthesis and Isomerization of Unsaturated Bicyclic .DELTA.-Lactones.
  作者：Yoshisuke TSUDA、Akiko ISHIURA、Saho TAKAMURA、Shinzo HOSOI、Kimiaki ISOBE、Kunihiko MOHRI

  DOI：10.1248/cpb.39.2797

  日期：——

  As a model of the C/D ring system of erythroidines, bicyclic unsaturated δ-lactones were synthesized in a regio-selective manner, and their isomerization reaction in the presence of acid, base (DBU, 1, 8-diazabicyclo[5.4.0]undec-7-ene), and NaOH were studied. In the lactone form, the 6-ene (3) was the most unstable and isomerized to the 5-ene (1) then to the 1(6)-ene (2). The latter two lactones equilibrate to give ca. 3 : 2 mixture of 1 and 2 in the presence of DBU. On the contrary, in the opened form (NaOH), the lactone 1 was the most unstable and isomerized to 2 and 3. The 1(10)-ene (4) was inert under all of the conditions examined.

  作为红细胞素C/D环系统的模型，合成了环状不饱和δ-内酯，并研究了它们在酸、碱（DBU，1, 8-二氮双环[5.4.0]十一烯）和氢氧化钠存在下的异构化反应。在内酯形式中，6-烯（3）是最不稳定的，并异构化为5-烯（1），然后再转变为1(6)-烯（2）。后两种内酯在DBU的存在下达到了大约3:2的1和2的平衡。相反，在打开状态下（氢氧化钠），内酯1是最不稳定的，异构化为2和3。1(10)-烯（4）在所有检查的条件下都表现惰性。
• The spirooxirane route to trans-fused γ-lactones
  作者：Lucjan Strekowski、Merle A. Battiste

  DOI：10.1016/0040-4039(81)80075-5

  日期：1981.1

  Convenient access to trans-fused γ-lactones is provided by sodium benzenethiolate promoted ring opening of appropriate γ,δ-spiroepoxyesters.

  苯硫醇钠促进适当的γ，δ-螺氧基环氧酯的开环，可方便地获得反式稠合的γ-内酯。
• Isoxazoline derivatives as inhibitors of matrix metalloproteinases and/or TNF-alpha converting enzyme
  申请人：——

  公开号：US20040122005A1

  公开（公告）日：2004-06-24

  The present application describes novel isoxazoline of formula I or II: 1 or pharmaceutically acceptable salt or prodrug forms thereof, wherein A, R 1 , R 2 , R 3 , R 4 , Z, U, X, Y, Z a , and n are defined in the present specification, which are useful as inhibitors of matrix metalloproteinases (MMP), TNF-&agr; converting enzyme (TACE), or a combination thereof.

  本申请描述了新型异噁唑烷式I或II的化合物：1或其药学上可接受的盐或前药形式，其中A、R1、R2、R3、R4、Z、U、X、Y、Za和n在本说明书中有定义，可用作基质金属蛋白酶（MMP）、TNF-α转化酶（TACE）或两者的抑制剂。
• Isoxazoline derivatives as inhibitors of matrix metalloproteinases and/or TNF-α converting enzyme
  申请人：Bristol-Myers Squibb Company

  公开号：US07125870B2

  公开（公告）日：2006-10-24

  The present application describes novel isoxazoline of formula I or II: or pharmaceutically acceptable salt or prodrug forms thereof, wherein A, R1, R2, R3, R4, Z, U, X, Y, Za, and n are defined in the present specification, which are useful as inhibitors of matrix metalloproteinases (MMP), TNF-α converting enzyme (TACE), or a combination thereof.

  本申请描述了一种新的异噁唑烷，其化学式为I或II： 其中A，R1，R2，R3，R4，Z，U，X，Y，Za和n在本说明书中有定义，并且其药物可接受的盐或前药形式，该异噁唑烷可作为基质金属蛋白酶（MMP），TNF-α转化酶（TACE）或两者的抑制剂。