ethyl N-(5,5-dimethyl-3-oxocyclohexenyl)glycinate | 81079-37-0

• 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 N-(5,5-dimethyl-3-oxocyclohexenyl)glycinate
• 英文别名: ethyl 2-(5,5-dimethyl-3-oxocyclohex-1-enylamino)acetate；Ethyl 2-[(5,5-dimethyl-3-oxocyclohexen-1-yl)amino]acetate
• CAS: 81079-37-0
• 化学式: C₁₂H₁₉NO₃
• 分子量: 225.288
• InChiKey: YNEIVSOVFGEAMD-UHFFFAOYSA-N

物化性质

• 熔点：
  92 °C
• 沸点：
  332.3±42.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl N-(5,5-dimethyl-3-oxocyclohexenyl)glycinate 在 ammonium hydroxide 作用下， 生成 N-<3,3-Dimethyl-cyclohexen-(6)-on-(5)-yl>-glycinamid
  参考文献：
  名称：

  Halpern,B.; James,L.B., Australian Journal of Chemistry, 1964, vol. 17, p. 1282 - 1287

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氯-5,5-二甲基-2-环己烯-1-酮 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 49.0h， 生成 ethyl N-(5,5-dimethyl-3-oxocyclohexenyl)glycinate
  参考文献：
  名称：

  Réactivité des N-vinylaziridines fonctionnalisées. Synthèse de dérivés des α,β-déhydro α-amino acides

  摘要：

  二级2-氰基和2-乙氧羰基环氧丙烷与乙炔化合物和活性乙烯基氯化物反应，形成2-氰基和2-乙氧羰基N-乙烯基环氧丙烷。这些化合物的亲核催化异构化通常会生成涉及在C-3处进行亲核攻击的α，β-脱氢α-氨基酸衍生物。热异构化主要涉及环的碳-碳键裂解，形成α-乙烯基氨基酯和腈。

  DOI：

  10.1139/v82-406

文献信息

• Synthesis of new acridines and hydrazones derived from cyclic β-diketone for cytotoxic and antiviral evaluation
  作者：Osama I. El-Sabbagh、Hanaa M. Rady

  DOI：10.1016/j.ejmech.2009.04.001

  日期：2009.9

  whether cyclic such as acridines, thiadiazole and triazole or acyclic systems as hydrazide, hydrazones, thiosemicarbazide and semicarbazide. The structures of the novel compounds were determined using elemental ana-lyses and various spectroscopic methods. Most acyclic derivatives especially semicarbazide 19, hydrazide 9 and thiosemicarbazide 16 showed a higher in vitro cytotoxic activity against hepatoma

  环状β-二酮，即二甲酮，用于制备不同的化学实体，无论是环状的，例如a啶，噻二唑和三唑，还是无环体系，如酰肼，azo，硫代氨基脲和氨基脲。使用元素分析和各种光谱学方法确定了新化合物的结构。与环化a啶衍生物相比，大多数无环衍生物，尤其是氨基脲19，酰肼9和硫代氨基脲16对肝癌细胞系（HepG2）的体外细胞毒性活性更高。使用鼠疫传染性降低法测定的新化合物对甲型肝炎病毒（HAV）的抗病毒活性表明that啶4hydr 12的活性高于参比药物金刚烷胺。
• Reactions between enaminones and enones. Part 2. C versus N-Alkylation with cyclohex-2-enone. Structure confirmation by reduction of a dienaminone derivative of dehydrated dimedone dimer
  作者：Ibrahim Chaaban、John V. Greenhill、Mohamed Ramli

  DOI：10.1039/p19810003120

  日期：——

  Primary and secondary enaminones derived from cyclohexane-1,3-dione, dimedone, and acetylacetone react with cyclohexenone to give exclusively C-alkylated derivatives. In every case the products form carbinolamines which exist as 1-hydroxy-2-azacyclo[3.3.1]nonenes. This was confirmed in some examples by formation of an extra ring between nitrogen and oxygen. A series of dienaminones were prepared from

  衍生自环己烷-1，3-二酮，二甲酮和乙酰丙酮的伯和仲烯胺酮与环己烯酮反应，仅得到C-烷基化衍生物。在每种情况下，产物形成甲醇胺，它们以1-羟基-2-氮杂环[3.3.1]壬烯的形式存在。在一些实例中，这通过在氮和氧之间形成额外的环来证实。由2-（5,5-二甲基-3-氧代环己基-1-烯基）-5,5-二甲基环己烷-1,3-二酮制备了一系列的二烯酮，并将其中一个还原成与其相同的氮杂烯酮。C-烷基化。
• [EN] IMINO COMPOUNDS AS PROTECTING AGENTS AGAINST ULTRAVIOLET RADIATIONS<br/>[FR] COMPOSÉS IMINO COMME AGENTS PROTECTEURS CONTRE RAYONNEMENTS ULTRAVIOLETS
  申请人：ELKIMIA

  公开号：WO2013181741A1

  公开（公告）日：2013-12-12

  The present invention relates to compounds having the general Formula I: which absorb UV radiations and protect biological materials as well as non-biological materials from damaging exposure to UV radiations. The present invention also relates to formulations and compositions comprising such compounds for use in absorbing UV radiations and in protecting biological materials as well as non-biological materials against UV radiations.

  本发明涉及具有一般式I的化合物：吸收紫外辐射并保护生物材料以及非生物材料免受紫外辐射的损害。本发明还涉及包含这种化合物的配方和组合物，用于吸收紫外辐射并保护生物材料以及非生物材料免受紫外辐射的损害。
• Ultrasound promotes one-pot synthesis of 1,4-dihydropyridine and imidazo[1,2-a]quinoline derivatives, catalyzed by ZnO nanoparticles
  作者：Mehdi Abaszadeh、Mohammad Seifi、Ali Asadipour

  DOI：10.1007/s11164-014-1624-7

  日期：2015.8

  Ultrasonic irradiation is being considered not only as a green approach but also as a powerful technique for the synthesis of 1,4-dihydropyridine and imidazo[1,2-a]quinoline derivatives. It can be carried out by using multicomponent reaction of cyclic enaminoketones, malononitrile, and aromatic aldehydes, in the presence of catalytic amounts of zinc oxide nanoparticles, in EtOH, at 80 °C. The preponderance of such a catalyst is due to its inexpensiveness, stability, and the potential of being easily obtained. Furthermore, high conversions, short reaction times, and cleaner reaction profiles are some of the advantages of this method.

  超声波辐照不仅被认为是一种绿色方法，而且还是一种合成 1,4-二氢吡啶和咪唑并[1,2-a]喹啉衍生物的强大技术。它可以在催化氧化锌纳米颗粒的存在下，在 80 ℃ 的乙醇中，通过环状烯酮酮、丙二腈和芳香醛的多组分反应来实现。这种催化剂的优势在于其低敏性、稳定性和易于获得的潜力。此外，高转化率、短反应时间和更清洁的反应曲线也是这种方法的一些优点。
• [EN] PROCESS FOR THE SYNTHESIS OF COMPOUNDS WHICH ABSORB ULTRAVIOLET RADIATION IN FLOW CONDITIONS AND FORMULATIONS COMPRISING SAME<br/>[FR] PROCÉDÉ DE SYNTHÈSE DE COMPOSÉS QUI ABSORBENT LE RAYONNEMENT ULTRAVIOLET DANS DES CONDITIONS D'ÉCOULEMENT ET FORMULATIONS LES COMPRENANT
  申请人：ELKIMIA INC

  公开号：WO2021168582A1

  公开（公告）日：2021-09-02

  The present invention generally relates to a chemical process under flow conditions for manufacturing compounds which absorb ultraviolet (UV) radiation and protect biological materials as well as non-biological materials from damaging exposure to UV radiation. The present invention further includes formulations and compositions comprising such compounds for use in absorbing UV radiation, as well as methods for protecting biological materials as well as non-biological materials from damaging exposure to UV radiation.

  本发明通常涉及一种在流动条件下的化学过程，用于制造吸收紫外线（UV）辐射并保护生物材料和非生物材料免受紫外线辐射破坏的化合物。本发明还包括含有这种化合物的配方和组合物，用于吸收紫外线辐射，以及保护生物材料和非生物材料免受紫外线辐射破坏的方法。