methyl 5-(pent-1-yn-1-yl)benzoate | 1409942-10-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 5-(pent-1-yn-1-yl)benzoate
• CAS: 1409942-10-4
• 化学式: C₁₃H₁₄O₂
• 分子量: 202.253
• InChiKey: GKVZZYBBZWNASD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.62
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  methyl 5-(pent-1-yn-1-yl)benzoate 在 lithium aluminium tetrahydride 、 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 (3-pentylphenyl)methanol
  参考文献：
  名称：

  Role of the CAI-1 Fatty Acid Tail in the Vibrio cholerae Quorum Sensing Response

  摘要：

  Quorum sensing is a mechanism of chemical communication among bacteria that enables collective behaviors. In V. cholerae, the etiological agent of the disease cholera, quorum sensing controls group behaviors including virulence factor production and biofilm formation. The major V. cholerae quorum-sensing system consists of the extracellular signal molecule called CAI-1 and its cognate membrane bound receptor called CqsS. Here, the ligand binding activity of CqsS is probed with structural analogues of the natural signal. Enabled by our discovery of a structurally simplified analogue of CAI-1, we prepared and analyzed a focused library. The molecules were designed to probe the effects of conformational and structural changes along the length of the fatty acid tail of CAI-1. Our results, combined with pharmacophore modeling, suggest a molecular basis for signal molecule recognition and receptor fidelity with respect to the fatty acid tail portion of CAI-1. These efforts provide novel probes to enhance discovery of antivirulence agents for the treatment of V. cholerae.

  DOI：

  10.1021/jm300908t
• 作为产物：
  描述：

  1-戊炔 、 3-碘苯甲酸甲酯 在 bis-triphenylphosphine-palladium(II) chloride 、 三乙胺 、 三苯基膦 、 copper(l) iodide 作用下， 以 四氢呋喃 为溶剂， 反应 16.33h， 生成 methyl 5-(pent-1-yn-1-yl)benzoate
  参考文献：
  名称：

  炔烃的高度区域选择性和立体选择性分子间硒代和硫代氨基化

  摘要：

  通过同时使用N-氟代苯磺酰亚胺作为氧化剂和胺化试剂，我们已经实现了炔烃分子间硫属元素化胺化的第一个实例，该方法可以轻松，高度区域性和立体选择性地获得硫属元素化酰胺。该反应具有温和的条件，高的收率和选择性，非常宽的底物范围和出色的官能团耐受性。机理研究表明，原位生成的硫属元素酰亚胺是实际的反应物种，这反过来阐明了相关转化的机理。这些反应代表了炔烃高度选择性的氨基双官能化反应的发展。

  DOI：

  10.1002/chem.201504534

文献信息

• Spiro(phosphoamidite) ligand (SIPHOS)/Cu(OTf) 2 -catalyzed highly regio- and stereo-selective hydroborations of internal alkynes with diborane in water
  作者：Qing-Qing Xuan、Ya-Hui Wei、Qiu-Ling Song

  DOI：10.1016/j.cclet.2017.04.031

  日期：2017.6

  Abstract The highly regio- and stereoselective hydroborations of unactivated internal alkynes with diboron compound catalyzed by Cu(OTf) 2 with spiro(phosphoamidite) as ligand in the presence of Cs 2 CO 3 in water was developed. This protocol was applied efficiently in the aqueous synthesis of multi-substituted vinylboranes.

  摘要研究了在水中Cs 2 CO 3存在下，Cu（OTf）2与螺（磷酰胺）为配体催化的二硼化合物催化的未活化内炔烃的高度区域选择性和立体选择性硼氢化反应。该方案有效地应用于多取代乙烯基硼烷的水合成中。