3-phenylcyclopent-3-ene-1-carboxylic acid | 54143-11-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-phenylcyclopent-3-ene-1-carboxylic acid
• 英文别名: 3-Phenyl-Δ³-cyclopentencarbonsaeure；3-phenyl-3-cyclopentenecarboxylic acid
• CAS: 54143-11-2
• 化学式: C₁₂H₁₂O₂
• 分子量: 188.226
• InChiKey: FPLXHQYZDPZBQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-phenylcyclopent-3-ene-1-carboxylic acid 在 lithium aluminium tetrahydride 作用下， 生成 (3-Phenyl-Δ³-cyclopentenyl)-methanol
  参考文献：
  名称：

  Effect of phenyl substitution at the double bond of .DELTA.3-cyclopentenylethyl p-nitrobenzenesulfonate upon the rate of acetolysis to norbornyl products

  摘要：

  DOI：

  10.1021/jo00896a009
• 作为产物：
  描述：

  Ethyl-3-phenyl-Δ³-cyclopentencarboxylat 在 氢氧化钾 作用下， 生成 3-phenylcyclopent-3-ene-1-carboxylic acid
  参考文献：
  名称：

  Effect of phenyl substitution at the double bond of .DELTA.3-cyclopentenylethyl p-nitrobenzenesulfonate upon the rate of acetolysis to norbornyl products

  摘要：

  DOI：

  10.1021/jo00896a009

文献信息

• Mechanism-Based Design of an Amide-Directed Ni-Catalyzed Arylboration of Cyclopentene Derivatives
  作者：Alison L. Lambright、Yanyao Liu、Isaac A. Joyner、Kaitlyn M. Logan、M. Kevin Brown

  DOI：10.1021/acs.orglett.0c04208

  日期：2021.1.15

  arylboration of cyclopentenes is disclosed. The reaction allows for the synthesis of sterically congested cyclopentane scaffolds that contain an easily derivatized boronic ester and amide functional handles. The nature of the amide directing group and its influence on the reaction outcome are investigated and ultimately reflect a predictably selective reaction based on the solvent and base counterion.

  公开了一种用于环戊烯的酰胺引导的Ni催化的非对映选择性芳基硼化的方法。该反应允许合成空间拥挤的环戊烷支架，其中含有易于衍生的硼​​酸酯和酰胺功能手柄。研究了酰胺导向基团的性质及其对反应结果的影响，并最终反映了基于溶剂和碱抗衡离子的可预测的选择性反应。
• 1,3-substituted cycloalkenes and cycloalkanes as central nervous system
  申请人：Warner-Lambert Company

  公开号：US05314896A1

  公开（公告）日：1994-05-24

  1,3-Substituted cycloalkenes and cycloalkanes are described, as well as methods for the preparation and pharmaceutical composition of same, which are useful as central nervous system agents and are particularly useful as dopaminergic, antipsychotic, and antihypertensive agents as well as for treating hyperprolactinaemia-related conditions and central nervous system disorders.

  描述了1,3-取代环烯烃和环烷烃，以及其制备和制药组合物的方法，这些方法可用作中枢神经系统药物，特别是作为多巴胺能、抗精神病、降压和治疗高催乳素血症相关疾病和中枢神经系统疾病的药物。
• [EN] 1,3-SUBSTITUTED CYCLOALKENES AND CYCLOALKANES AS CENTRAL NERVOUS SYSTEM AGENTS
  申请人：WARNER-LAMBERT COMPANY

  公开号：WO1993010092A1

  公开（公告）日：1993-05-27

  (EN) 1,3-substituted cycloalkenes and cycloalkanes of Formula (I): Z-CH2-Y wherein Z is (a), (b), (c) or (d), Y is (e) or (f) wherein the meanings of R and m are provided in the description, are described, as well as methods for the preparation and pharmaceutical composition of same, which are useful as central nervous system agents and are particularly useful as dopaminergic, antipsychotic, and antihypertensive agents as well as for treating hyperprolactinaemia-related conditions and central nervous system desorders.(FR) Cycloalcanes et cycloalkylènes 1,3-substitués de formule (I): Z-CH2-Y, dans laquelle Z représente (a), (b), (c) ou (d), Y représente (e) ou (f) et R et m sont décrits dans le descriptif. Cette invention concerne donc ces composés ainsi que leurs procédés de préparation et des compositions pharmaceutiques contenant lesdits composés qui sont utiles comme agent du système nerveux central et qui sont tout particulièrement utiles comme agents dopaminergiques, neuroleptiques et antihypertensifs et dans le traitement des affections liées à hyperprolactinèmie et des troubles du système nerveux central.

  1,3-取代环烯烃和环烷烃的化学式（I）为：Z-CH2-Y，其中Z为（a）、（b）、（c）或（d），Y为（e）或（f），其中R和m的含义在描述中提供。本发明涉及这些化合物以及它们的制备方法和含有这些化合物的药物组合物，这些化合物在中枢神经系统药物中具有广泛的用途，特别是作为多巴胺能、抗精神病和降压剂以及治疗催乳素增多症相关疾病和中枢神经系统疾病的药物。
• Palladium-Catalyzed Hydroalkoxycarbonylation and Hydroxycarbonylation of Cyclopent-3-en-1-ols: Divergent Synthesis of Bridged Cyclic Lactones and β,γ-Unsaturated Carboxylic Acids
  作者：Ming Chen、Yang Li、Zheng-Hui Guan

  DOI：10.1021/acs.orglett.3c00498

  日期：2023.4.21

  report a palladium-catalyzed hydroalkoxycarbonylation and hydroxycarbonylation of cyclopent-3-en-1-ols to form bridged bicyclic lactones and β,γ-unsaturated carboxylic acid. The divergent reactivity of cyclopent-3-en-1-ols is mainly tuned by the palladium catalyst and ligands. The reaction occurs additive-free and has a broad substrate scope. Several valuable synthetic and medical intermediates are accessible

  在此，我们报道了钯催化的环戊-3-en-1-醇的加氢烷氧基羰基化和羟基羰基化反应，形成桥联双环内酯和 β,γ-不饱和羧酸。cyclopent-3-en-1-ols 的发散反应性主要由钯催化剂和配体调节。该反应在无添加剂的情况下发生，并且具有广泛的底物范围。通过该协议可以获得几种有价值的合成和医疗中间体。
• 1,3-Substituted cycloalkenes and cycloalkanes as central nervous system agents
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0545095A1

  公开（公告）日：1993-06-09

  1,3-Substituted cycloalkenes and cycloalkanes of Formula I         Z-CH₂-Y   I wherein Z is Y is wherein the meaning of R and m are provided in the description, are described, as well as methods for the preparation and pharmaceutical composition of same, which are useful as central nervous system agents and are particularly useful as dopaminergic, antipsychotic, and antihypertensive agents as well as for treating hyperprolactinaemia-related conditions and central nervous system disorders.

  1,3-取代的环烯和环烷的式 I Z-CH₂-Y I 其中 Z 是 Y 是 其中 R 和 m 的含义已在说明中提供，本文还描述了其制备方法和药物组合物，它们可用作中枢神经系统药物，尤其可用作多巴胺能药物、抗精神病药物、抗高血压药物以及治疗高催乳素血症相关疾病和中枢神经系统疾病。