((1S,4R)-4-Carboxymethyl-cyclopent-2-enyl)-acetic acid | 76374-10-2

• 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: ((1S,4R)-4-Carboxymethyl-cyclopent-2-enyl)-acetic acid
• 英文别名: 2,2'-[(1R,3S)-Cyclopent-4-ene-1,3-diyl]diacetic acid；2-[(1S,4R)-4-(carboxymethyl)cyclopent-2-en-1-yl]acetic acid
• CAS: 76374-10-2
• 化学式: C₉H₁₂O₄
• 分子量: 184.192
• InChiKey: IUKIBBYUNMQGCJ-KNVOCYPGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ((1S,4R)-4-Carboxymethyl-cyclopent-2-enyl)-acetic acid 在 hydroxy(tosyloxy)iodobenzene 作用下， 以 二氯甲烷 为溶剂， 反应 4.5h， 以57%的产率得到(3aR,4aS,7aR,7bS)-Hexahydro-cyclopenta[2,1-b;3,4-b']difuran-2,6-dione
  参考文献：
  名称：

  烯烃二酸与[羟基（甲苯磺酰氧基）碘]苯的双内酯化

  摘要：

  报道了[羟基（甲苯磺酰氧基）碘]苯与一系列烯烃二酸反应生成双内酯。产物是两个羧酸官能团立体定向加成到双键上的结果。

  DOI：

  10.1016/s0040-4039(00)85231-4

文献信息

• Bislactonization of unsaturated diacids using lead tetraacetate
  作者：E.J. Corey、Andrew W. Gross

  DOI：10.1016/s0040-4039(00)92788-6

  日期：1980.1

  The reaction of lead tetraacetate with unsaturated carboxylic acids (or salts) to from bislactones (γ or δ) can be controlled to produce efficiently addition of two carboxylic oxygens to the double bond, in consonance with an initial plumbolactonization step followed by SN2 displacement of lead.

  可以控制四乙酸铅与不饱和羧酸（或盐）反应生成双内酯（γ或δ）的反应，从而有效地将两个羧酸氧加成至双键中，同时进行初始的铅碳磺化步骤，随后进行S N 2置换铅。
• ENZYMATIC PROCESS FOR STEREO-SELECTIVE PREPARATION OF CHEMICAL COMPOUNDS IN HYDROFLUOROCARBON SOLVENTS
  申请人：Ineos Fluor Holdings Limited

  公开号：EP1604030A1

  公开（公告）日：2005-12-14
• VERFAHREN ZUR HERSTELLUNG VON CYCLOPENT-4-EN-1,3-DIOL ODER CYCLOPENT-4-EN-1,3-DIOL-DERIVATEN
  申请人：Euticals GmbH

  公开号：EP2170791B1

  公开（公告）日：2013-05-08
• Enzymatic process for stereo-selective preparation of chemical compounds in hydrofluorocarbon solvents
  申请人：Saul Joseph Philip Simon

  公开号：US20070128705A1

  公开（公告）日：2007-06-07

  A process for preparing a second compound stereo-selectively is described. The process comprises reacting a substrate comprising at least one first compound with a reagent in the presence of a biological catalyst and a solvent comprising at least one (hydro)fluorocarbon so as to convert a first compound into the second compound.
• Method for producing cyclopent-4-ene-1,3-diol or cyclopent-4-ene-1,3-diol derivatives
  申请人：Jung Joerg

  公开号：US20100178678A1

  公开（公告）日：2010-07-15

  The invention relates to a method for producing cis-cyclopent-4-ene-1,3-diol and cis-cyclopent-4-ene-1,3-dialkanoates by selective cis-1,2-reduction of 4-hydroxycyclopent-2-enone by means of a hydroboron, in the presence of substoichiometric quantities of a trivalent rare earth metal compound, to form cyclopent-4-ene-1,3-diol which can then be optionally reacted with an acylation agent to form cis-cyclopent-4-ene-1,3-dialkanoates, in order to simplify the reprocessing and without intermediate isolation.