1-(4-pentynyl)cyclohexene

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 1-(4-pentynyl)cyclohexene
• 英文别名: 1-Pent-4-ynylcyclohexene；1-pent-4-ynylcyclohexene
• 化学式: C₁₁H₁₆
• 分子量: 148.248
• InChiKey: WVJCFQMSCPZJQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-(4-pentynyl)cyclohexene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 二乙胺 、 palladium dichloride 作用下， 以 甲苯 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Conformation-Based Restrictions and Scaffold Replacements in the Design of Hepatitis C Virus Polymerase Inhibitors: Discovery of Deleobuvir (BI 207127)

  摘要：

  Conformational restrictions of flexible torsion angles were used to guide the identification of new chemotypes of HCV NS5B inhibitors. Sites for rigidification were based on an acquired conformational understanding of compound binding requirements and the roles of substituents in the free and bound states. Chemical bioisosteres of amide bonds were explored to improve cell-based potency. Examples are shown, including the design concept that led to the discovery of the phase III clinical candidate deleobuvir (BI 207127). The structure-based strategies employed have general utility in drug design.

  DOI：

  10.1021/jm4011862
• 作为产物：
  描述：

  1-环己烯基乙酸 在 吡啶 、 lithium aluminium tetrahydride 、 碘 、 三苯基膦 、 sodium iodide 、 potassium hydroxide 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 、 水 、 二甲基亚砜 、 丙酮 、 乙腈 为溶剂， 生成 1-(4-pentynyl)cyclohexene
  参考文献：
  名称：

  Conformation-Based Restrictions and Scaffold Replacements in the Design of Hepatitis C Virus Polymerase Inhibitors: Discovery of Deleobuvir (BI 207127)

  摘要：

  Conformational restrictions of flexible torsion angles were used to guide the identification of new chemotypes of HCV NS5B inhibitors. Sites for rigidification were based on an acquired conformational understanding of compound binding requirements and the roles of substituents in the free and bound states. Chemical bioisosteres of amide bonds were explored to improve cell-based potency. Examples are shown, including the design concept that led to the discovery of the phase III clinical candidate deleobuvir (BI 207127). The structure-based strategies employed have general utility in drug design.

  DOI：

  10.1021/jm4011862

文献信息

• Investigation of the synthesis of angular tricyclic compounds by intramolecular Pauson–Khand reaction of exo- and endo-cyclic enynes
  作者：Miyuki Ishizaki、Kazuhiko Iwahara、Yuka Niimi、Hiroshi Satoh、Osamu Hoshino

  DOI：10.1016/s0040-4020(01)00151-x

  日期：2001.4

  Intramolecular Pauson–Khand reaction of various alkynyl exo-alkylidene-cyclohexanes and -pentane gives angular type 6–5–5 and 5–5–5 tricyclic compounds in good to high yield. The present reaction also offers convenient construction of two contiguous quaternary centers, which could not be synthesized from alkynyl endo-cycloolefins. Scope and limitation of the present reaction of various exo- and endo-cyclic

  各种炔基外-亚烷基-环己烷和-戊烷的分子内Pauson-Khand反应可得到高产率或高产率的角型6-5-5和5-5-5三环化合物。本反应还提供了两个连续的季中心的便利构造，这些中心不能由炔基内-环烯烃合成。还描述了各种外-和内-环烯炔的本反应的范围和局限性。