cis-Cyclopent-2-ene-1,4-diyl dipropanoate | 95645-86-6

• 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: cis-Cyclopent-2-ene-1,4-diyl dipropanoate
• 英文别名: cis-cyclopent-2-en-1,4-diyl dipropionate；cis-3,5-dipropionyloxycyclopent-1-ene；[(1R,4S)-4-propanoyloxycyclopent-2-en-1-yl] propanoate
• CAS: 95645-86-6
• 化学式: C₁₁H₁₆O₄
• 分子量: 212.246
• InChiKey: HFBPCLWCHWYRIN-DTORHVGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  cis-Cyclopent-2-ene-1,4-diyl dipropanoate 以87%的产率得到
  参考文献：
  名称：

  SCHNEIDER, M.;LAUMEN, K.

  摘要：

  DOI：
• 作为产物：
  描述：

  6-噁双环[3.1.0]-3-己烯 在 吡啶 、 四(三苯基膦)钯 作用下， 以 四氢呋喃 为溶剂， 反应 24.25h， 生成 cis-Cyclopent-2-ene-1,4-diyl dipropanoate
  参考文献：
  名称：

  Chiral induction in cyclopentyl-derived 1,3-meso-diesters: enantioselective hydrolyses with electric eel acetylcholinesterase

  摘要：

  Eight 1,3-meso-diesters derived from a common cyclopentyl backbone were exposed to the hydrolase enzyme acetylcholinesterase from Electrophorus electricus. All eight compounds were hydrolyzed by the enzyme. The overall enantioselectivities were quite high, and the resulting e.e.s were generally >90%. The absolute configurations of the product monoesters were determined through stereochemical correlation. These data revealed that the preferred site for enzymatic hydrolysis in seven of the substrates was the pro-S ester function, with pro-R cleavage detected in the eighth. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00236-0

文献信息

• Antimicrobial Compounds and Formulations
  申请人：Svendsen John Sigurd

  公开号：US20120108520A1

  公开（公告）日：2012-05-03

  The invention relates to the use of a molecule comprising a backbone of 2 to 35 non-hydrogen atoms in length, having covalently attached thereto at least two bulky and lipophilic groups and having at least one more cationic than anionic moiety, in the manufacture of a medicament for destabilising microbial cell membranes and the use as a membrane acting antimicrobial agent of a molecule comprising a backbone of 2 to 35 non-hydrogen atoms in length, having covalently attached thereto a super bulky and lipophilic group comprising at least 9 non-hydrogen atoms and having at least two more cationic than anionic moieties and to methods of treatment involving such molecules, in particular peptides including peptide derivatives, and peptidomimetics.

  本发明涉及使用一种分子，其包含长度为2至35个非氢原子的骨架，并且至少连接有两个笨重和亲脂性基团，并且具有至少一个阳离子大于阴离子的基团，在制造破坏微生物细胞膜的药物方面使用该分子。另外，本发明还涉及使用一种分子作为膜作用抗微生物剂，该分子包括长度为2至35个非氢原子的骨架，并且共价连接有一个超大的、亲脂性的基团，包括至少9个非氢原子，并且具有至少两个阳离子大于阴离子的基团。本发明还涉及涉及这样的分子的治疗方法，特别是包括肽衍生物和肽类似物的肽。
• 4-hydroxycyclopent-2-en-1-one and derivatives as chiral synthetic equivalents of cyclopentadienone in asymmetric diels-alder reactions
  作者：Paul P M.A. Dols、Antonius J.H. Klunder、Binne Zwanenburg

  DOI：10.1016/s0040-4020(01)85571-x

  日期：1994.1
• Theil, Fritz; Schick, Hans; Lapitskaya, Margarita A., Liebigs Annalen der Chemie, 1991, # 3, p. 195 - 200
  作者：Theil, Fritz、Schick, Hans、Lapitskaya, Margarita A.、Pivnitsky, Kasimir K.

  DOI：——

  日期：——
• Enzymatic hydrolysis of prochiral -1,4-diacyl-2-cyc-lopentenediols: preparation of (1,4)-and (1,4)-4-hydroxy-2-cyclopentenylderivatives, versatile building blocks for cyclopentanoid natural products.
  作者：Kurt Laumen、Manfred Schneider

  DOI：10.1016/s0040-4039(01)81708-1

  日期：1984.1
• THEIL, FRITZ;SCHICK, HANS;LAPITSKAYA, MARGARITA A.;PIVNITSKY, KASIMIR K., LIEBIGS ANN. CHEM.,(1991) N, C. 195-200
  作者：THEIL, FRITZ、SCHICK, HANS、LAPITSKAYA, MARGARITA A.、PIVNITSKY, KASIMIR K.

  DOI：——

  日期：——