ethyl 3-(4-methoxyphenyl)-pent-4-enoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ethyl 3-(4-methoxyphenyl)-pent-4-enoate
• 英文别名: ethyl 3-(p-methoxyphenyl)pent-4-enoate；Ethyl 3-(4-methoxyphenyl)pent-4-enoate
• 化学式: C₁₄H₁₈O₃
• 分子量: 234.295
• InChiKey: GWGZBBCQEUTQED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 3-(4-methoxyphenyl)-pent-4-enoate 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 以1.6 g的产率得到3-(4-methoxyphenyl)pent-4-enoic acid
  参考文献：
  名称：

  Generating Fischer-Type Rh-Carbenes with Rh-Carbynoids

  摘要：

  DOI：

  10.1021/jacs.3c00012
• 作为产物：
  描述：

  (2E)-3-(4-甲氧基苯基)-2-丙烯-1-醇 以81%的产率得到
  参考文献：
  名称：

  Srikrishna Adusumilli, Nagaraju Sankuratri, Kondaiah Paturu, Tetrahedron, 51 (1995) N 6, S 1809-1816

  摘要：

  DOI：

文献信息

• Application of microwave heating technique for rapid synthesis of γ,δ-unsaturated esters
  作者：Adusumilli Srikrishna、Sankuratri Nagaraju、Paturu Kondaiah

  DOI：10.1016/0040-4020(94)01058-8

  日期：1995.2

  The use of microwave heating technique for the acceleration of ortho ester Claisen rearrangement (a three step transformation) is described. Irradiation of a DMF solution of the allyl alcohol , triethyl orthoacetate and propionic acid (catalytic) in an Erlenmeyer flask for 10 minutes in a microwave oven generated the ester in 83% yield. Analogously, ortho ester Claisen rearrangement of a variety of

  描述了使用微波加热技术加速原酸酯克莱森重排（三步转化）。将烯丙醇，原乙酸三乙酯和丙酸的DMF溶液在微波炉中在锥形烧瓶中辐射10分钟（生成酯），产率为83％。类似地，原酸酯克莱森多种烯丙基和炔丙基醇的重排（，）得以实现。在15分钟内通过两个烯丙醇部分的原酸酯Claisen重排（涉及六个步骤）由2-丁炔-1,4-二醇（）形成二酯，证明了微波加热技术的多功能性。
• Method for enantioselective carbene C—H insertion using an iron-containing protein catalyst
  申请人：California Institute of Technology

  公开号：US10934531B2

  公开（公告）日：2021-03-02

  Methods for catalyzing C—H insertion reactions using heme enzymes are described. The present disclosure provides a method for producing a C—H insertion product comprising providing an substrate having an sp3-hybridized C—H bond, a carbene precursor such as a diazo reagent, and a heme enzyme, and admixing the components in a reaction for a time sufficient to produce the C—H insertion product. Heme enzyme variants useful for carrying out in vivo and in vitro C—H insertion reactions, as well as expression vectors and host cells expressing the heme enzymes, are also described.

  描述了使用血红素酶催化 C-H 插入反应的方法。本公开提供了一种生产 C-H 插入产物的方法，包括提供具有 sp3 杂化 C-H 键的底物、碳烯前体（如重氮试剂）和血红素酶，并在反应中将各组分混合足够长的时间以生产 C-H 插入产物。此外，还介绍了用于进行体内和体外 C-H 插入反应的血红素酶变体，以及表达载体和表达血红素酶的宿主细胞。
• Synthesis, characterization and antiproliferative activity of β-aryl-δ-iodo-γ-lactones
  作者：Alicja Wzorek、Barbara Gawdzik、Witold Gładkowski、Mariusz Urbaniak、Anita Barańska、Maura Malińska、Krzysztof Woźniak、Katarzyna Kempińska、Joanna Wietrzyk

  DOI：10.1016/j.molstruc.2013.05.010

  日期：2013.9

  A convenient pathway for the synthesis of new of beta-aryl-delta-iodo-gamma-lactones is described. The synthetic route led to both cis and trans isomers which were separated by column chromatography or crystallization. The structures of synthesized compounds were confirmed by spectroscopic methods: IR, NMR and HR-MS. For lactones with naphthyl ring (6e and 7e) the crystal structures were also obtained. The lactones were screened for biological evaluation against cancer line HL-60 (human promyelocytic leukemia). The tests showed that the presence of substituent at the benzene ring does not significantly affect the antiproliferative activity of the compound. (C) 2013 Elsevier B.V. All rights reserved.
• Srikrishna, Adusumilli; Nagaraju, Sankuratri, Journal of the Chemical Society. Perkin transactions I, 1992, # 3, p. 311 - 312
  作者：Srikrishna, Adusumilli、Nagaraju, Sankuratri

  DOI：——

  日期：——
• METHOD FOR ENANTIOSELECTIVE CARBENE C-H INSERTION USING AN IRON-CONTAINING PROTEIN CATALYST
  申请人：California Institute of Technology

  公开号：US20190276805A1

  公开（公告）日：2019-09-12

  Methods for catalyzing C—H insertion reactions using heme enzymes are described. The present disclosure provides a method for producing a C—H insertion product comprising providing an substrate having an sp 3 -hybridized C—H bond, a carbene precursor such as a diazo reagent, and a heme enzyme, and admixing the components in a reaction for a time sufficient to produce the C—H insertion product. Heme enzyme variants useful for carrying out in vivo and in vitro C—H insertion reactions, as well as expression vectors and host cells expressing the heme enzymes, are also described.