2-ethyl-1-butenyl acetate | 22014-15-9

• 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: 2-ethyl-1-butenyl acetate
• 英文别名: 1-acetoxy-2-ethyl-1-butene；1-Acetoxy-2-ethyl-1-buten；Essigsaeure-2-ethylbuten-(1)-ylester；1-acetoxy-2-ethyl-but-1-ene；1-acetyloxy-2-ethyl-1-butene；1-Acetoxy-2-aethyl-but-1-en；2-ethylbut-1-enyl acetate
• CAS: 22014-15-9
• 化学式: C₈H₁₄O₂
• 分子量: 142.198
• InChiKey: YARAPVXOCFMQCO-UHFFFAOYSA-N

物化性质

• 沸点：
  170.8±9.0 °C(Predicted)
• 密度：
  0.902±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  2-ethyl-1-butenyl acetate 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 0.5h， 生成 3,3-diethyl-4-<<4-<(1,1-dimethylethoxy)carbonyl>phenyl>oxy>-1-<<(4-phenoxybutyl)amino>carbonyl>-2-azetidinone
  参考文献：
  名称：

  Orally active .beta.-lactam inhibitors of human leukocyte elastase-1. Activity of 3,3-diethyl-2-azetidinones

  摘要：

  A thorough analysis of the mechanism of inhibition of human leukocyte elastase (HLE) by a monocyclic beta-lactam and the mechanism of beta-lactam hydrolysis led to the preparation of potent and highly stable inhibitors of HLE. This work led to the identification of 4-[(4-carboxyphenyl)-oxy]-3,3-diethyl-1-[[(phenylmethyl)amino]carbonyl]-2-azetidinone (2) as the first orally active inhibitor of human leukocyte elastase (HLE). Analogs of 2 with different substituents on the urea N were synthesized and evaluated for their activity in vitro against HLE as well as in vivo in a hamster lung hemorrhage model. Compounds with a methyl or a methoxy group in the para position of the benzene ring were very potent in both assays. The results are discussed on the basis of the proposed model for the binding of this class of inhibitors to HLE and a possible mechanism of inhibition is presented.

  DOI：

  10.1021/jm00099a003
• 作为产物：
  描述：

  2-乙基丁醛 、 乙酸酐 在 potassium carbonate 作用下， 反应 2.0h， 以80%的产率得到2-ethyl-1-butenyl acetate
  参考文献：
  名称：

  Allergenic .alpha.-methylene-.gamma.-butyrolactones. .beta.-Hydroxy-.alpha.-methylene-.gamma.-butyrolactones. 2. Syntheses from ethyl 2-(phenylthio)propionate and .alpha.-acetoxy aldehydes

  摘要：

  DOI：

  10.1021/jo00164a014

文献信息

• Substituted azetidinones as anti-inflammatory and antidegenerative agents
  申请人：Merck & Co., Inc.

  公开号：US05229381A1

  公开（公告）日：1993-07-20

  New substituted azetidinones of the general formula (A') which have been found to be potent elastase inhibitors and thereby useful anti-inflammatory and antidegenerative agents are described. ##STR1##

  本文介绍了一种通式为（A'）的新型取代氮杂环丙酮类化合物，发现其具有强效的弹性蛋白酶抑制剂作用，因此可用作抗炎和抗退化剂。 ##STR1##
• New substituted azetidinones as anti-inflammatory and antidegenerative agents
  申请人：MERCK & CO. INC.

  公开号：EP0481671A1

  公开（公告）日：1992-04-22

  New substituted azetidinones of the general formula (A') which have been found to be potent elastase inhibitors and thereby useful anti-inflammatory and antidegenerative agents are described.

  本文描述了通式（A'）的新取代氮杂环丁酮，发现它们是有效的弹性蛋白酶抑制剂，因此是有用的抗炎和抗退行性药物。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Comp.12, 1.4.1.1.1.5.2.2, page 97 - 113
  作者：

  DOI：——

  日期：——
• Alkylations en α de fonctions organiques par l'intermédiaire de compostés organostanniques
  作者：Yvon Odic、Michel Pereyre

  DOI：10.1016/s0022-328x(00)82070-7

  日期：1973.7
• 145. The Erlenmeyer reaction with aliphatic aldehydes, 2-phenyloxazol-5-one being used instead of hippuric acid
  作者：Malcolm Crawford、W. T. Little

  DOI：10.1039/jr9590000729

  日期：——