1-乙酰基环丁烷-1-羧酸乙酯 | 126290-87-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 中文名称: 1-乙酰基环丁烷-1-羧酸乙酯
• 英文名称: ethyl 1-acetylcyclobutanecarboxylate
• 英文别名: Ethyl 1-acetylcyclobutane-1-carboxylate
• CAS: 126290-87-7
• 化学式: C₉H₁₄O₃
• 分子量: 170.208
• InChiKey: RMXJKLCXYPHSMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  4
• 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：

  1-乙酰基环丁烷-1-羧酸乙酯 在 dirhodium tetraacetate 吡啶 、 氢氧化钾 、 三甲基氯硅烷 、 二异丁基氢化铝 、 potassium carbonate 、 三乙胺 、 氯甲酸甲酯 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 水 、 氯苯 为溶剂， 反应 80.5h， 生成
  参考文献：
  名称：

  Structure−Activity Relationship Studies of Illudins:  Analogues Possessing a Spiro-cyclobutane Ring

  摘要：

  Bicyclic and tricyclic analogues of anticancer sesquiterpene illudin S have been synthesized. These contain a spiro-cyclobutane instead of spiro-cyclopropane structure. The cytotoxicity of the former is less than that of the corresponding cyclopropane-containing compounds.

  DOI：

  10.1021/jo0346499
• 作为产物：
  描述：

  1,1-环丁烷-乙二酸二乙酯 在 氢氧化钾 、 copper(l) iodide 、 氯化亚砜 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 水 为溶剂， 反应 45.5h， 生成 1-乙酰基环丁烷-1-羧酸乙酯
  参考文献：
  名称：

  Structure−Activity Relationship Studies of Illudins:  Analogues Possessing a Spiro-cyclobutane Ring

  摘要：

  Bicyclic and tricyclic analogues of anticancer sesquiterpene illudin S have been synthesized. These contain a spiro-cyclobutane instead of spiro-cyclopropane structure. The cytotoxicity of the former is less than that of the corresponding cyclopropane-containing compounds.

  DOI：

  10.1021/jo0346499

文献信息

• Substituted aminocycloalkylpyrrolidine derivatives and cis-substituted
  申请人：Daiichi Pharmaceutical Co., Ltd.

  公开号：US06121285A1

  公开（公告）日：2000-09-19

  An antimicrobial drug having excellent antimicrobial activity and high safety is disclosed, which comprises as an active ingredient, a quinolone-derivative having a substituted aminocycloalkylpyrrolidine as a substituent and which is further substituted with various substituents, represented by formula (I), its salts and hydrates thereof: ##STR1## wherein Q is represented by formula (II) or (IV). ##STR2## Also disclosed is a quinolone derivative where R.sup.4 and the substituent on the pyrrolidine ring of the following formula: ##STR3## are located at the cis-configuration; and Q is represented by the formula: ##STR4##

  揭示了一种具有优异抗菌活性和高安全性的抗菌药物，其包括作为活性成分的奎诺酮衍生物，其具有取代氨基环烷基吡咯烷作为取代基，并且进一步取代了各种取代基，由式(I)表示，以及其盐和水合物：其中Q由式(II)或(IV)表示。还揭示了一种奎诺酮衍生物，其中R.sup.4和以下式的吡咯烷环上的取代基：位于顺式构型；Q由以下式表示：
• Perkin–Markovnikov Type Reaction Initiated with Electrogenerated Superoxide Ion
  作者：Fumihiro Ojima、Tetsuo Osa

  DOI：10.1246/bcsj.62.3187

  日期：1989.10

  The cyclic condensation of active methylene compounds such as diethyl malonate, dimethyl malonate, ethyl acetoacetate, or acetylacetone and dibromoalkanes such as 1,2-dibromoethane, 1,3-dibromopropane, 1,4-dibromobutane, 1,5-dibromopentane, 1,6-dibromohexane, 1,3-dibromobutane, or 1,4-dibromopentane with electrogenerated superoxide ion was studied electrochemically in N,N-dimethylformamide (DMF) using cyclic voltammetry (CV) and controlled potential macro-electrolysis. The CV shows that electrogenerated superoxide ion reacts with both active methylene compounds and dibromoalkanes in the dissolved oxygen medium. Controlled potential macro-electrolysis of the above components generally yielded cycloalkanes as the main products. In comparison, the chemical method using sodium ethoxide was also carried out. Two reaction mechanisms via the proton abstraction of active methylene compounds with electrogenerated superoxide ion and via the nucleophilic attack of the superoxide ion on dibromoalkanes are presented.

  活性亚甲基化合物，如二乙基马来酸酯、二甲基马来酸酯、乙酰乙酸乙酯或乙酰乙酮，与二溴烷烃，如1,2-二溴乙烷、1,3-二溴丙烷、1,4-二溴丁烷、1,5-二溴戊烷、1,6-二溴己烷、1,3-二溴丁烷或1,4-二溴戊烷的循环缩合反应，采用循环伏安法（CV）和控制电位宏电解法在N,N-二甲基甲酰胺（DMF）中进行了电化学研究。CV结果表明，电生超氧阴离子在溶解氧介质中与活性亚甲基化合物和二溴烷烃均发生反应。上述组分的控制电位宏电解通常以环烷烃作为主要产物。相比之下，使用乙醇钠的化学方法也进行了研究。提出了两种反应机理：一种是活性亚甲基化合物与电生超氧阴离子的质子抽取反应，另一种是超氧阴离子对二溴烷烃的亲核攻击反应。
• Cis-substituted aminocycloalkylpyrrolidine derivatives
  申请人：DAIICHI PHARMACEUTICAL CO., LTD.

  公开号：US20020077345A1

  公开（公告）日：2002-06-20

  Antimicrobial agents being excellent in antimicrobial activity and safety. Compounds represented by formula (I), its. salts and hydrates thereof: 1 wherein R 1 represents a hydrogen atom or an alkyl group; R 2 represents a hydrogen atom or an alkyl group; R 3 and R 5 , each represents a hydrogen atom; R 4 represents a hydroxyl group, a halogen atom, a carbamoyl group, an alkyl group, an alkoxyl group or an alkylthio group; R 6 and R 7 , each independently represents a hydrogen atom or an alkyl group; n is an integer of from 1 to 3; R 4 and the substituent on the pyrrolidine ring of the following formula: 2 are located in the cis-configuration; and Q represents a partial structure represented by the following formula: 3

  抗微生物制剂在抗微生物活性和安全性方面表现出色。由式（I）表示的化合物及其盐和水合物：其中R1表示氢原子或烷基；R2表示氢原子或烷基；R3和R5各表示氢原子；R4表示羟基、卤原子、氨基甲酰基、烷基、烷氧基或烷硫基；R6和R7各自独立地表示氢原子或烷基；n为1至3的整数；R4和以下式子中吡咯烷环上的取代基：2位于顺式构型；Q表示以下式子所表示的部分结构：3。
• CIS-DISUBSTITUTED AMINOCYCLOALKYL-PYRROLIDINE DERIVATIVES
  申请人：DAIICHI PHARMACEUTICAL CO., LTD.

  公开号：EP1020459A1

  公开（公告）日：2000-07-19

  Antibacterial agents which are excellent in antibacterial activity and safety and comprise compounds represented by general formula (I), their salts, or hydrates of the same, wherein R1 represents hydrogen or alkyl; R2 represents hydrogen or alkyl; R3 and R5 represent each hydrogen; R4 represents hydroxy, halogeno, carbamoyl, alkyl, alkoxy or alkylthio; R6 and R7 represent each hydrogen or alkyl; n is an integer of from 1 to 3; R4 and the substituent on the pyrrolidine ring of general formula (III) are arranged at the cis-configuration; and Q is a partial structure represented by general formula (a).

  具有优异抗菌活性和安全性的抗菌剂，包括通式(I)代表的化合物、它们的盐或它们的水合物，其中 R1 代表氢或烷基；R2 代表氢或烷基；R3 和 R5 各自代表氢；R4 代表羟基、卤素、氨基甲酰基、烷基、烷氧基或烷硫基；R6 和 R7 分别代表氢或烷基；n 为 1 至 3 的整数；R4 和通式（III）中吡咯烷环上的取代基以顺式构型排列；以及 Q 为通式（a）所代表的部分结构。
• US06184388B2
  申请人：——

  公开号：——

  公开（公告）日：——