(+/-)-cyclopent-2-enecarboxylic acid | 67886-24-2

• 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: (+/-)-cyclopent-2-enecarboxylic acid
• 英文别名: (RS)-2-cyclopentenecarboxylic acid；cyclopent-2-ene-1-carboxylic acid；2-cyclopentene 1-carboxylic acid；2-cyclopentene-1-carboxylic acid；cyclopent-2-enecarboxylic acid；2-Cyclopenten-1-carbonsaeure
• CAS: 67886-24-2；67886-30-0；77983-99-4；2348-89-2
• 化学式: C₆H₈O₂
• mdl: MFCD12406852
• 分子量: 112.128
• InChiKey: MOMBAXHNIPLMSI-UHFFFAOYSA-N

物化性质

• 熔点：
  139-141 °C
• 沸点：
  97-98 °C(Press: 7 Torr)
• 密度：
  0.9867 g/cm3(Temp: 26 °C)
• 保留指数：
  1642

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  (+/-)-cyclopent-2-enecarboxylic acid 在 氯化亚砜 作用下， 生成 3-Cyclopentencarbonsaeureanilid
  参考文献：
  名称：

  Eine Ni0-induzierte CC-kupplungsreaktion von phenylisocyanat mit cyclopenten in gegenwart von chiralen phosphor-liganden

  摘要：

  In the presence of chiral phosphite- and phosphonite-Ni-0-systems, cyclopentene reacts with phenylisocyanate to give optically active 2-cyclopentene-1-carboxanilide (2) by CC-coupling. Enantiomeric excesses of up to 13% have been obtained so far.As a competitive reaction, an isomerization of 2 occurs; this gives rise to a decrease in regioselectivity, The isomeric distribution in the final product mixture clearly shows a relationship between the tendency of isomerization and the basicity of the P-ligands.The product distribution, as well as the determination of enantiomeric excess, took place on GC, and the enantiomeric separation took place on HPLC.

  DOI：

  10.1016/0022-328x(96)06149-9
• 作为产物：
  描述：

  环戊烯-3-甲醇 在 DL-dithiothreitol 、 Pseudomonas putida GPo₁ alkane hydroxylase 、 NADH 作用下， 以 甘油 为溶剂， 生成 (+/-)-cyclopent-2-enecarboxylic acid
  参考文献：
  名称：

  在二铁加氧酶 AlkB 的烷烃羟基化过程中，笼子逃逸与成对重组竞争。

  摘要：

  Three structurally analogous radical clock substrates with a 100-fold span in their rearrangement rates are hydroxylated by the diiron oxygenase AlkB to afford similar amounts of rearranged and unrearranged products. Such a result is predicted by a mechanistic scheme by which radical rebound competes with cage escape of the geminate substrate radical. The results show that radical clocks can measure both the radical life-time and the kinetics of cage escape.

  DOI：

  10.1002/anie.200801184

文献信息

• [EN] NITROGEN-CONTAINING HETEROCYCLIC COMPOUND<br/>[FR] COMPOSÉ HÉTÉROCYCLIQUE CONTENANT DE L'AZOTE
  申请人：TAKEDA PHARMACEUTICAL

  公开号：WO2013018929A1

  公开（公告）日：2013-02-07

  The present invention provides a novel compound having a superior activity as an ERR-α modulator and useful as an agent for the prophylaxis or treatment of ERR-α associated diseases. The present invention relates to a compound represented by the formula (1) wherein each symbol is as defined in the specification, or a salt thereof.

  本发明提供了一种新型的化合物，作为一种ERR-α调节剂具有优越的活性，并可作为预防或治疗与ERR-α相关疾病的药物。本发明涉及一种由公式(1)表示的化合物，其中每个符号如说明书中所定义，或其盐。
• Carbon dioxide fixation by Cp2(η3-allyl)Ti complexes generated from various dienes
  作者：Yuan Gao、Satoshi Iijima、Hirokazu Urabe、Fumie Sato

  DOI：10.1016/0020-1693(94)03904-6

  日期：1994.7

  Abstract Cp2(η3-allyl)Ti complexes having a variety of substituents on their allyl moieties were prepared from corresponding dienes, Cp2TiCl2, and Grignard reagents and were subjected to reaction with carbon dioxide. The reaction of CO2 took place in a highly regioselective manner to give a single β, γ-unsaturated carboxylic acid of a few possible regioisomeric products after hydrolytic workup of the

  摘要用相应的二烯，Cp2TiCl2和Grignard试剂制备了烯丙基部分具有多种取代基的Cp2（η3-烯丙基）Ti配合物，并使其与二氧化碳反应。CO 2的反应以高度区域选择性的方式进行，在羧酸钛的水解后，产生了几种可能的区域异构体产物的单一的β，γ-不饱和羧酸。例如，2-烷基丁二烯选择性地产生Cp2（η3-1-甲基-2-烷基烯丙基）Ti络合物，发现该络合物以高度区域选择性的方式再次与CO2反应，得到2-甲基-3-亚甲基链烷酸作为唯一产物。烯丙基配体上的一些取代基或它们的官能团阻止了羧酸的形成，这是根据空间和电子因素进行讨论的。不对称
• Tetronic and tetramic acids
  申请人：Godel Thierry

  公开号：US20050119329A1

  公开（公告）日：2005-06-02

  This invention relates to new tetronic and tetramic acid derivatives with beta-secretase inhibitory activity of formula I: wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 5′ , R 6 and R 6′ are as defined hereinabove, to processes for their preparation, compositions containing said tetronic and tetramic acid derivatives and their use in the treatment and prevention of diseases modulated by an inhibitor of β-secretase, such as Alzheimer's disease.

  这项发明涉及具有β-分泌酶抑制活性的新四元和四酰胺衍生物的化学式I： 其中R1、R2、R3、R4、R5、R5'、R6和R6'如上所定义，以及它们的制备过程、含有所述四元和四酰胺衍生物的组合物以及它们在治疗和预防由β-分泌酶抑制剂调节的疾病中的用途，如阿尔茨海默病。
• A Light/Ketone/Copper System for Carboxylation of Allylic C−H Bonds of Alkenes with CO₂
  作者：Naoki Ishida、Yusuke Masuda、Sho Uemoto、Masahiro Murakami

  DOI：10.1002/chem.201600682

  日期：2016.5.4

  carboxylation reaction of allylic C−H bonds of simple alkenes with CO2 is prompted by means of a ketone and a copper complex. The unique carboxylation reaction proceeds through a sequence of an endergonic photoreaction of ketones with alkenes forming homoallyl alcohol intermediates and a thermal copper‐catalyzed allyl transfer reaction from the homoallyl alcohols to CO2 through C−C bond cleavage.

  借助酮和铜络合物促进简单烯烃与CO 2的烯丙基CH键的光诱导羧化反应。独特的羧化反应是通过酮与烯烃的高纯光反应形成形成烯丙基醇中间体的过程，以及通过铜-碳键裂解从烯丙基醇到CO 2的热铜催化的烯丙基转移反应而进行的。
• Total Synthesis of Δ¹²-Prostaglandin J₃: Evolution of Synthetic Strategies to a Streamlined Process
  作者：K. C. Nicolaou、Kiran Kumar Pulukuri、Ruocheng Yu、Stephan Rigol、Philipp Heretsch、Charles I. Grove、Christopher R. H. Hale、Abdelatif ElMarrouni

  DOI：10.1002/chem.201601449

  日期：2016.6.13

  cross‐conjugated dienone structural motif of 1 was forged by an aldol reaction/dehydration sequence from key building blocks enone 13 and aldehyde 14, whose lone stereocenters were generated by an asymmetric Tsuji–Trost reaction and an asymmetric Mukaiyama aldol reaction, respectively. During this program, a substituent‐governed regioselectivity pattern for the Rh‐catalyzed C−H functionalization of cyclopentenes

  Δ的总合成12 -前列腺素Ĵ 3（Δ 12 -PGJ 3，1），所报告的白血病干细胞消融器，通过若干战略和战术进行说明。关键的共轭烯酮13和醛14的醛醇缩合反应/脱水序列伪造了1的标志性交叉共轭二烯酮结构基序。，其单独的立体中心分别由不对称的Tsuji-Trost反应和不对称的Mukaiyama aldol反应产生。在该程序中，发现了用于Rh催化的环戊烯和相关烯烃的CH官能化的取代基控制的区域选择性模式。1的合成从最初的策略发展到最终的简化流程，这是通过改进片段13和14的结构，探索迄今未充分利用的手性内酯合成子57的化学性质以及环戊烯酮中间体的非对映选择性烷基化来进行的。 。所描述的化学设置了大规模生产Δ的阶段12 -PGJ3并设计类似物用于进一步的生物学和药理研究。