2-(1-乙基-2-氧代环戊基)乙酸 | 58928-86-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-(1-乙基-2-氧代环戊基)乙酸
• 英文名称: 2-(1-Ethyl-2-oxocyclopentyl)acetic acid
• CAS: 58928-86-2
• 化学式: C₉H₁₄O₃
• 分子量: 170.208
• InChiKey: JUJNUVSBHYIYFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(1-乙基-2-氧代环戊基)乙酸 、 碘甲烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 2-(1-乙基-2-氧代环戊基)乙酸甲酯
  参考文献：
  名称：

  Cycloalkanoindoles. 1. Syntheses and antiinflammatory actions of some acidic tetrahydrocarbazoles, cyclopentindoles, and cycloheptindoles

  摘要：

  A novel series of acidic cycloalkanoindoles comprising tetrahydrocarbazole-, cyclopentindole-, and cycloheptindole-1-acetic acids has been synthesized via the Fischer indolization between a phenylhydrazine and a 1-alkyl-2-oxocycloalkaneacetic acid ester. These compounds were evaluated, orally, for their capacities to decrease estabished adjuvant arthritis in rats. The most active compound of the series was 1-ethyl-8-n-propyl-1,2,3,4-tetrahydrocarbazole-1-acetic acid (AY-24 873),which had an ED50 of 1.1 +/- 0.2 mg/kg. AY-24 873 was also studied orally in rats for its effect on the acute inflammatory response in the carrageenin paw edema test. It was found that AY-24 873 was about ten times more active against the chromic than against the acute models of inflammation used.

  DOI：

  10.1021/jm00228a010
• 作为产物：
  描述：

  2-Allyl-2-ethyl-cyclopentanon 在 ruthenium(IV) oxide 、 sodium periodate 作用下， 以 四氯化碳 、 丙酮 为溶剂， 生成 2-(1-乙基-2-氧代环戊基)乙酸
  参考文献：
  名称：

  Cycloalkanoindoles. 1. Syntheses and antiinflammatory actions of some acidic tetrahydrocarbazoles, cyclopentindoles, and cycloheptindoles

  摘要：

  A novel series of acidic cycloalkanoindoles comprising tetrahydrocarbazole-, cyclopentindole-, and cycloheptindole-1-acetic acids has been synthesized via the Fischer indolization between a phenylhydrazine and a 1-alkyl-2-oxocycloalkaneacetic acid ester. These compounds were evaluated, orally, for their capacities to decrease estabished adjuvant arthritis in rats. The most active compound of the series was 1-ethyl-8-n-propyl-1,2,3,4-tetrahydrocarbazole-1-acetic acid (AY-24 873),which had an ED50 of 1.1 +/- 0.2 mg/kg. AY-24 873 was also studied orally in rats for its effect on the acute inflammatory response in the carrageenin paw edema test. It was found that AY-24 873 was about ten times more active against the chromic than against the acute models of inflammation used.

  DOI：

  10.1021/jm00228a010

文献信息

• 1,2,4- Trioxepanes as precursors for lactones
  申请人：Meijer John

  公开号：US20060167281A1

  公开（公告）日：2006-07-27

  The present invention pertains to a novel process for the preparation of lactones by decomposition of a 1,2,4-trioxepane of formula (I) wherein, R is H or CH 3 , n is 1-14, Rx independently is any substituent on the ring structure, including substituents which form bi- or tricyclic structures, and m is 0-34.

  本发明涉及一种通过分解式 (I) 的 1,2,4-三氧杂环庚烷制备内酯的新工艺，其中，R 是 H 或 CH 3 n为1-14，Rx独立地为环结构上的任何取代基，包括形成双环或三环结构的取代基，m为0-34。
• Palladium-Catalyzed Enantioselective Decarboxylative Allylic Alkylation of Cyclopentanones
  作者：Robert A. Craig、Steven A. Loskot、Justin T. Mohr、Douglas C. Behenna、Andrew M. Harned、Brian M. Stoltz

  DOI：10.1021/acs.orglett.5b02376

  日期：2015.11.6

  The first general method for the enantioselective construction of all-carbon quaternary centers on cyclopentanones by enantioselective palladium-catalyzed decarboxylative allylic alkylation is described. Employing the electronically modified (S)-(p-CF3)(3)-t-BuPHOX ligand, alpha-quaternary cyclopentanones were isolated in yields up to >99% with ee's up to 94%. Additionally, in order to facilitate large-scale application of this method, a low catalyst loading protocol was employed, using as little as 0.15 mol % Pd, furnishing the product without any loss in ee.
• ASSELIN A. A.; HUMBER L. G.; DOBSON T. A.; KOMLOSSY J.; MARTEL R. R., J. MED. CHEM. <JMCM-AR>, 1976, 19, NO 6, 787-792
  作者：ASSELIN A. A.、 HUMBER L. G.、 DOBSON T. A.、 KOMLOSSY J.、 MARTEL R. R.

  DOI：——

  日期：——
• Cycloalkanoindoles. 1. Syntheses and antiinflammatory actions of some acidic tetrahydrocarbazoles, cyclopentindoles, and cycloheptindoles
  作者：Andre A. Asselin、Leslie G. Humber、Thomas A. Dobson、Jacqueline Komlossy、Rene R. Martel

  DOI：10.1021/jm00228a010

  日期：1976.6

  A novel series of acidic cycloalkanoindoles comprising tetrahydrocarbazole-, cyclopentindole-, and cycloheptindole-1-acetic acids has been synthesized via the Fischer indolization between a phenylhydrazine and a 1-alkyl-2-oxocycloalkaneacetic acid ester. These compounds were evaluated, orally, for their capacities to decrease estabished adjuvant arthritis in rats. The most active compound of the series was 1-ethyl-8-n-propyl-1,2,3,4-tetrahydrocarbazole-1-acetic acid (AY-24 873),which had an ED50 of 1.1 +/- 0.2 mg/kg. AY-24 873 was also studied orally in rats for its effect on the acute inflammatory response in the carrageenin paw edema test. It was found that AY-24 873 was about ten times more active against the chromic than against the acute models of inflammation used.