(Z)-hex-3-enedialdehyde | 72530-32-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-hex-3-enedialdehyde
• 英文别名: hex-3c-enedial；(Z)-hex-3-enedial
• CAS: 72530-32-6
• 化学式: C₆H₈O₂
• 分子量: 112.128
• InChiKey: ZDJQEPWXARFGAE-UPHRSURJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Z)-hex-3-enedialdehyde 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 水 为溶剂， 以3.55 g的产率得到(Z)-hex-3-ene-1,6-diol
  参考文献：
  名称：

  Synthesis, redox properties, and conformational analysis of vicinal disulfide ring mimics

  摘要：

  A vicinal disulfide ring (VDR) results from disulfide-bond formation between two adjacent cysteine residues. This eight-membered ring is a rare motif in protein structures and is functionally important to those few proteins that posses it. This article focuses on the construction of strained and unstrained VDR mimics, discernment of the preferred conformation of these mimics, and the determination of their respective disulfide redox potentials. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.085
• 作为产物：
  描述：

  4,5-epoxy-cyclohexene 在 过碘酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 3.5h， 以80%的产率得到(Z)-hex-3-enedialdehyde
  参考文献：
  名称：

  (z)-Hex-3-烯二酸的高效立体有择合成，Gly-GlycisOlefin 等排体的关键中间体

  摘要：

  摘要 (z)-Hex-3-enedioic acid 是 (z)-5-amino-3-pentenoic 酸（一种 Gly-Gly 顺式烯烃等排体）合成的关键中间体顺序氧化。因此，1,4-环己二烯的选择性单环氧化之后是高碘酸盐氧化成合适的二醛。最后，二醛的琼斯氧化得到相应的二酸产物。

  DOI：

  10.1080/00397910008087071

文献信息

• Direct Preparation of (Z,Z)-1,4-Dienic Units with a New C6 Homologating Agent: Synthesis of α-Linolenic Acid
  作者：Jacqueline Sandri、Jacques Viala

  DOI：10.1055/s-1995-3906

  日期：1995.3

  Syntheses of two C6 homologating agents 2a and 2f are described. These agents allow direct access to the (Z,Z)-1,4-diene unit 3, a moiety present in a wide number of natural compounds. Compound 2a is prepared in 40% overall yield by selective epoxidation of methoxycyclohexa-1,4-diene followed by oxidative ring cleavage and transacetalization. Compound 2f is obtained in 90% yield by a one-step oxidative dimerization of phosphonium salt 1. A short synthetic application of these two new C6 homologating agents to the synthesis of α-linolenic acid is described.

  描述了两种C6同源试剂2a和2f的合成。这些试剂可以直接获得(Z,Z)-1,4-二烯单元3，而该单元在许多天然化合物中存在。化合物2a通过选择性环氧化甲氧基环己烯-1,4-二烯，随后进行氧化断环和转醛化，最终以40%的总收率制备而成。化合物2f通过磷盐1的一步氧化二聚反应获得，收率为90%。还描述了这两种新C6同源试剂在合成α-亚麻酸中的简短合成应用。
• Efficient and Stereospecific Synthesis of (z)-Hex-3-Enedioic Acid, a Key Intermediate for Gly-Gly <i>cis</i> Olefin Isostere
  作者：Nurit Perlman、Amnon Albeck

  DOI：10.1080/00397910008087071

  日期：2000.12.1

  Abstract (z)-Hex-3-enedioic acid, a key intermediate in the synthesis of (z)-5-amino-3-pentenoic acid (a Gly-Gly cis olefin isostere), was synthesized by a short and efficient procedure of sequential oxidations. Thus, selective mono epoxidation of 1,4-cyclohexadiene was followed by periodate oxidation to the appropriate dialdehyde. Finally, Jones oxidation of the dialdehyde afforded the corresponding

  摘要 (z)-Hex-3-enedioic acid 是 (z)-5-amino-3-pentenoic 酸（一种 Gly-Gly 顺式烯烃等排体）合成的关键中间体顺序氧化。因此，1,4-环己二烯的选择性单环氧化之后是高碘酸盐氧化成合适的二醛。最后，二醛的琼斯氧化得到相应的二酸产物。
• Synthesis and properties of disulfide-bond containing eight-membered rings
  作者：Erik L. Ruggles、Robert J. Hondal

  DOI：10.1016/j.tetlet.2006.04.023

  日期：2006.6

  The cyclocystine ring structure (CRS, 3), which results from a disulfide-bond between adjacent cysteine residues, is a rare motif in protein structures and is functionally important to those few proteins that posses it. This letter will focus on the construction of CRS mimics and the determination of their respective redox potentials. (c) 2006 Elsevier Ltd. All rights reserved.
• JPS5533460A
  申请人：——

  公开号：JPS5533460A

  公开（公告）日：1980-03-08
• HIGH CAPACITY MAGNETIC NANOPARTICLES AS SUPPORTS FOR REAGENTS AND CATALYSTS
  申请人：Hanson Paul Ronald

  公开号：US20120226007A1

  公开（公告）日：2012-09-06

  A magnetic particle-polymer hybrid material can include: a substance having a structure of Z-(Y-Triazole-X-(FP) n ) m , (Formula 1), wherein Z is a magnetic particle smaller than 1 mm; n and m are independently integers; Y includes an alkyl or aryl linker linked to the magnetic particle; X is a carbon or heteroatom; FP is a functionalized polymer having: a first norbornenyl reaction product linked to the magnetic particle through the Y-Triazole-X linker; and one or more monomers each including a second norbornenyl reaction product, where one of the monomers is linked to the first norbornenyl reaction product, each monomer include a functional group capable of binding with another substance.