(2E,4E)-5-(furan-2-yl)penta-2,4-dien-1-ol | 102106-92-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2E,4E)-5-(furan-2-yl)penta-2,4-dien-1-ol
• CAS: 102106-92-3
• 化学式: C₉H₁₀O₂
• 分子量: 150.177
• InChiKey: HKJIJEFXKPDSBQ-MGBLWKCQSA-N

物化性质

• 熔点：
  50-51 °C
• 沸点：
  251.2±20.0 °C(Predicted)
• 密度：
  1.093±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  33.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2E,4E)-5-(furan-2-yl)penta-2,4-dien-1-ol 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以82%的产率得到(2E,4E)-5-(furan-2-yl)penta-2,4-dienal
  参考文献：
  名称：

  体操伴生素A和B的轻松全合成

  摘要：

  使用廉价的原料，糠醛和巴豆糠醛及反丁烯酸巴豆酸酯，利用霍纳-沃兹沃思-埃蒙斯（HWE）和维蒂希反应，可以轻松地从微生物白藜芦醇中轻松分离出微生物天然产物裸藻伴生素A和B。

  DOI：

  10.1016/j.tetlet.2013.04.110
• 作为产物：
  描述：

  反-3-(2-呋喃基)丙烯醛 在 lithium aluminium tetrahydride 、 sodium ethanolate 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 为溶剂， 生成 (2E,4E)-5-(furan-2-yl)penta-2,4-dien-1-ol
  参考文献：
  名称：

  Novel synthesis of phenol derivatives by palladium-catalyzed cyclocarbonylation of 2,4-pentadienyl acetates

  摘要：

  Phenyl acetates were selectively obtained in good yields by cyclocarbonylation of 2,4-pentadienyl acetates in the presence of NEt3, Ac2O, and a catalytic amount of palladium complexes such as PdCl2(PPh3)2 at 120-140-degrees-C under 50 atm of CO. No five-membered ring products were observed. A platinum complex PtCl2(PPh3)2 was also effective as a catalyst. The reaction of 5-phenyl-2,4-pentadienyl bromide with M(CO)(PPh3)3 (M = Pd or Pt) under CO gave the corresponding 6-phenyl-3, 5-hexadienoyl complexes in a high yield, which in turn afforded 2-acetoxybiphenyl in 41-51% yield on heating to 160-degrees-C under 50 atm of CO in the presence of NEt3 and Ac2O. Similar 3,5-hexadienoyl complexes are proposed to be intermediates in the catalytic cyclocarbonylation of 2,4-pentadienyl acetates. On the other hand, PdCl2(PPh3)2-catalyzed carbonylation of o-(bromomethyl)(1-alkenyl)-benzenes in the presence of NEt3 and Ac2O gave 2-naphthyl acetates in moderate yields, while the reaction in the absence of Ac2O gave five-membered ring products such as 2-indanones or a tricyclic lactone by incorporation of one or two CO molecules, respectively.

  DOI：

  10.1021/jo00076a051

文献信息

• Asymmetric Auto‐Tandem Palladium Catalysis for 2,4‐Dienyl Carbonates: Ligand‐Controlled Divergent Synthesis
  作者：Jian‐Xiang Zhu、Zhi‐Chao Chen、Wei Du、Ying‐Chun Chen

  DOI：10.1002/anie.202200880

  日期：2022.4.19

  The diastereodivergent assembly of polyhydro-1,6-naphthyridines from o-TosylNH aldimines and 2,4-dienyl carbonates has been realized by ligand-controlled auto-tandem palladium catalysis, through an N-allylation, vinylogous addition, π-σ-π isomerization, and N-allylation cascade. Further tuning of the ligands even allowed regiodivergent azetidine or chemodivergent β-H elimination products to be obtained

  通过配体控制的自串联钯催化，通过 N-烯丙基化、乙烯基加成、π-σ-π，实现了由o - TosylNH 醛亚胺和 2,4-二烯基碳酸酯合成polyhydro-1,6-naphthyridines 的非对映发散组装异构化和N-烯丙基化级联。配体的进一步调整甚至允许获得区域发散的氮杂环丁烷或化学发散的β-H消除产物。
• 1,4-dihydropyridine derivatives, methods for their production and pharmaceutical compositions comprising the same
  申请人：FUJIREBIO KABUSHIKI KAISHA also trading as FUJIREBIO INC.

  公开号：EP0161877A2

  公开（公告）日：1985-11-21

  1,4-dihydropyridine derivatives having hypotensive action whose time to take effect is long so that blood pressure drops slowly, and whose toxicity is low possess the following general formula wherein specifically R3 is a combined group formed from an unsaturated straight chain hydrocarbon or derivative thereof with (1) an unsaturated hydrocarbyl group or (2) an aryl or hydroaromatic group. A carbon atom of an unsaturated group of the unsaturated hydrocarbon(s) or a ring carbon atom of the aryl or hydroaromatic group is connected to a carbon atom of an unsaturated group of the unsaturated straight chain hydrocarbon or derivative thereof.

  具有降压作用的 1,4-二氢吡啶衍生物，起效时间长，血压下降缓慢，毒性低，通式如下 其中，R3 是由不饱和直链烃或其衍生物与(1)不饱和烃基或(2)芳基或芳香族基团形成的组合基团。不饱和烃的不饱和基团的碳原子或芳基或烃基的环碳原子与不饱和直链烃或其衍生物的不饱和基团的碳原子相连。
• Synthesis of polyenylpyrrole derivatives with selective growth inhibitory activity against T-cell acute lymphoblastic leukemia cells
  作者：Chihiro Yoshida、Tomoya Higashi、Yoshifumi Hachiro、Yuki Fujita、Takuya Yagi、Azusa Takechi、Chihiro Nakata、Kazuya Miyashita、Nobuo Kitada、Ryohei Saito、Rika Obata、Takashi Hirano、Takahiko Hara、Shojiro A. Maki

  DOI：10.1016/j.bmcl.2021.127837

  日期：2021.4
• 125. ω-2′-Furylalkane derivatives
  作者：R. J. Rallings、J. C. Smith

  DOI：10.1039/jr9530000618

  日期：——
• US4672068A
  申请人：——

  公开号：US4672068A

  公开（公告）日：1987-06-09