6-(2-naphthyl)-5-hexyn-1-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-(2-naphthyl)-5-hexyn-1-ol
• 英文别名: 6-Naphthalen-2-ylhex-5-yn-1-ol
• 化学式: C₁₆H₁₆O
• 分子量: 224.302
• InChiKey: MCFNWNOOQRVOHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  5-己炔-1-醇 、 2-溴萘 在 四(三苯基膦)钯 四氢吡咯 、 copper(l) iodide 作用下， 以 水 为溶剂， 反应 0.5h， 以80%的产率得到6-(2-naphthyl)-5-hexyn-1-ol
  参考文献：
  名称：

  Palladium catalyzed alkynylation of aryl halides (Sonogashira reaction) in water

  摘要：

  The palladium catalyzed alkynylation of aryl halides (Sonogashira reaction) has been achieved in pure water without any additives or phase transfer catalysts. The reaction, which requires only 0.5 mol% of Pd(PPh3)(4) catalyst, is remarkably fast (30 min at 70degreesC) producing high yields of the aryl alkyne products. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.09.131

文献信息

• SUBSTITUTED PROPIONYL DERIVATIVES
  申请人：DAIICHI PHARMACEUTICAL CO., LTD.

  公开号：EP0949238A1

  公开（公告）日：1999-10-13

  The present invention relates to a compound represented by the following formula (1): [wherein, X1 represents a carboxyl group which may be esterified or the like group; Y1 represents a single bond, -O- or -N(R1)-; at least one of A1, A2 and A3 is a group represented by the following formula (2): -R2-a1-R3-a2 →wherein, R2 represents a divalent C2-12 hydrocarbon group, R3 represents a single bond or a divalent C1-12 hydrocarbon group, a1 and a2 individually represent a single bond, -S-, -SO-, -SO2-, -SO2NH-, -O-, -N(R4)-, -CON(R5)-, -C(=O)- or - Si(R6)(R7)- and → means bonding with Q1, Q2 or Q3}, the remaining one or two of A1, A2 and A3 are the same or different and each independently represents a group represented by the following formula (3): -R8-a3-R9-a4 →wherein, R8 and R9 individually represent a single bond or a divalent C1-12 hydrocarbon group, a3 and a4 individually represent a single bond, -S-, -SO-, -SO2-, -SO2NH-, -O-, - N(R10)-, -CON(R11)-, -C(=O)- or -SI(R12)(R13)- and → means bonding with Q1, Q2 or Q3},; at least one of Q1, Q2 and Q3 represents a cyclic hydrocarbon group or heterocyclic group and the remaining one or two of Q1, Q2 and Q3 individually represent a hydrogen atom, a carboxyl group which may be esterified, a hydrocarbon group or a heterocyclic group] or salt thereof; and a pharmaceutical comprising the same as an effective ingredient. The compound exhibits strong squalene synthetase inhibitory action and is therefore useful as a pharmaceutical for the treatment·prevention of hypercholesterolemia, hyperlipemia or arteriosclerosis.

  本发明涉及一种由以下式（1）表示的化合物：[其中，X1代表可能酯化或类似基团的羧基；Y1代表单键，-O-或-N（R1）-；A1、A2和A3中至少有一个是由以下式（2）表示的基团：-R2-a1-R3-a2 →其中，R2代表二价的C2-12碳氢基团，R3代表单键或二价的C1-12碳氢基团，a1和a2分别代表单键，-S-，-SO-，-SO2-，-SO2NH-，-O-，-N（R4）-，-CON（R5）-，-C（=O）-或-Si（R6）（R7）-，→表示与Q1、Q2或Q3结合}，A1、A2和A3中剩余的一个或两个是相同或不同的，并且每个独立地表示由以下式（3）表示的基团：-R8-a3-R9-a4 →其中，R8和R9分别代表单键或二价的C1-12碳氢基团，a3和a4分别代表单键，-S-，-SO-，-SO2-，-SO2NH-，-O-，-N（R10）-，-CON（R11）-，-C（=O）-或-SI（R12）（R13）-，→表示与Q1、Q2或Q3结合}；Q1、Q2和Q3中至少有一个代表环烃基或杂环烃基，剩余的一个或两个分别代表氢原子，可能酯化的羧基，碳氢基团或杂环烃基的其中一个或两个]或其盐；以及包括其作为有效成分的药物。该化合物表现出强烈的角鲨烯合酶抑制作用，因此可用作治疗高胆固醇血症、高脂血症或动脉硬化的药物。
• Palladium catalyzed alkynylation of aryl halides (Sonogashira reaction) in water
  作者：Santanu Bhattacharya、Saumitra Sengupta

  DOI：10.1016/j.tetlet.2004.09.131

  日期：2004.11

  The palladium catalyzed alkynylation of aryl halides (Sonogashira reaction) has been achieved in pure water without any additives or phase transfer catalysts. The reaction, which requires only 0.5 mol% of Pd(PPh3)(4) catalyst, is remarkably fast (30 min at 70degreesC) producing high yields of the aryl alkyne products. (C) 2004 Elsevier Ltd. All rights reserved.