(Z)-1,4-dipropoxy-but-2-ene

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-1,4-dipropoxy-but-2-ene
• 英文别名: (Z)-1,4-dipropoxybut-2-ene
• 化学式: C₁₀H₂₀O₂
• 分子量: 172.268
• InChiKey: ZMDXKVSWINDQMC-WAYWQWQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Z)-1,4-dipropoxy-but-2-ene 在 3-氰基吡啶 、 [VCl3(thf)3] 、 双氧水 、 甲基三氧化铼(VII) 、 锌 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 81.0h， 生成 (E/Z)-1,4-dipropoxybut-2-ene
  参考文献：
  名称：

  A comparison of electron transfer reagents in the reductive opening of epoxides: reasons for the superiority of titanocene based complexes

  摘要：

  Several commonly used electron transfer reagents were compared in their reactivity towards three epoxides. These substrates were designed to allow for a distinction between competing courses of the reaction. It was found that titanocene reagents were clearly superior due to their low Lewis acidity, high reduction tendency towards epoxides, and low reduction tendency towards the pivotal P-metal oxy radical intermediates. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00697-x
• 作为产物：
  描述：

  顺式-1,2-二羟甲基乙烯 、 1-碘代丙烷 在 sodium hydride 作用下， 以 四氢呋喃 、 paraffin oil 为溶剂， 反应 48.5h， 以28%的产率得到(Z)-1,4-dipropoxy-but-2-ene
  参考文献：
  名称：

  O-Substituted Alkyl Aldehydes for Rhodium-Catalyzed Intermolecular Alkyne Hydroacylation: The Utility of Methylthiomethyl Ethers

  摘要：

  Combining a-methylthiomethyl (MTM) ether substituted aldehydes and 1-alkynes in the presence of [Rh(dppe)]CIO(4) results in efficient intermolecular alkyne hydroacylation to deliver alpha-O-MTM-substituted enone products. The product MTM ethers can be converted to the free hydroxyl group either in situ, by the addition of water to the completed reaction, or in a separate operation, by the action of silver nitrate.

  DOI：

  10.1021/ol1030662

文献信息

• Reagent-Controlled Stereoselectivity in Titanocene-Catalyzed Epoxide Openings: Reductions and Intermolecular Additions to ,-Unsaturated Carbonyl Compounds
  作者：Andreas Gansäuer、Harald Bluhm、Björn Rinker、Sanjay Narayan、Michael Schick、Thorsten Lauterbach、Marianna Pierobon

  DOI：10.1002/chem.200390056

  日期：2003.1.20

  The generation and addition reactions of metal bound radicals derived from normal and meso epoxides by electron transfer from titanocene(III) reagents is described. The control of enantioselectivity and diastereoselectivity of these transformations is investigated by variation of the ligands of the metal complex. The reaction can lead to unprecedented and highly selective reactions, in which synthetically

  描述了通过钛茂（III）试剂的电子转移，由正和环氧化物形成的金属结合自由基的生成和加成反应。通过改变金属配合物的配体来研究这些转化的对映选择性和非对映选择性的控制。该反应可以导致空前的和高度选择性的反应，其中可以制备合成上有用的醇。提出的合成方法还规避了有毒金属的使用。另一个优点是没有还原性自由基链反应中通常观察到的两个官能团的损失。
• LINKED DIIMIDAZOLE DERIVATIVES
  申请人：Qiu Yao-Ling

  公开号：US20100226883A1

  公开（公告）日：2010-09-09

  The present invention discloses compounds of Formula (I), or pharmaceutically acceptable salts, esters, or prodrugs thereof: which inhibit RNA-containing virus, particularly the hepatitis C virus (HCV). Consequently, the compounds of the present invention interfere with the life cycle of the hepatitis C virus and are also useful as antiviral agents. The present invention further relates to pharmaceutical compositions comprising the aforementioned compounds for administration to a subject suffering from HCV infection. The invention also relates to methods of treating an HCV infection in a subject by administering a pharmaceutical composition comprising the compounds of the present invention.
• <i>O</i>-Substituted Alkyl Aldehydes for Rhodium-Catalyzed Intermolecular Alkyne Hydroacylation: The Utility of Methylthiomethyl Ethers
  作者：Scott R. Parsons、Joel F. Hooper、Michael C. Willis

  DOI：10.1021/ol1030662

  日期：2011.3.4

  Combining a-methylthiomethyl (MTM) ether substituted aldehydes and 1-alkynes in the presence of [Rh(dppe)]CIO(4) results in efficient intermolecular alkyne hydroacylation to deliver alpha-O-MTM-substituted enone products. The product MTM ethers can be converted to the free hydroxyl group either in situ, by the addition of water to the completed reaction, or in a separate operation, by the action of silver nitrate.
• A comparison of electron transfer reagents in the reductive opening of epoxides: reasons for the superiority of titanocene based complexes
  作者：Andreas Gansäuer、Björn Rinker

  DOI：10.1016/s0040-4020(02)00697-x

  日期：2002.8

  Several commonly used electron transfer reagents were compared in their reactivity towards three epoxides. These substrates were designed to allow for a distinction between competing courses of the reaction. It was found that titanocene reagents were clearly superior due to their low Lewis acidity, high reduction tendency towards epoxides, and low reduction tendency towards the pivotal P-metal oxy radical intermediates. (C) 2002 Elsevier Science Ltd. All rights reserved.