2-(5-cyano-pentyloxymethyl)-piperazine-1-carboxylic acid benzyl ester | 557056-09-4

• 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: 2-(5-cyano-pentyloxymethyl)-piperazine-1-carboxylic acid benzyl ester
• 英文别名: Benzyl 3-(5-cyanopentoxymethyl)piperazine-1-carboxylate；benzyl 3-(5-cyanopentoxymethyl)piperazine-1-carboxylate
• CAS: 557056-09-4
• 化学式: C₁₉H₂₇N₃O₃
• 分子量: 345.442
• InChiKey: XRUCCAOVJBEFHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  74.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(5-cyano-pentyloxymethyl)-piperazine-1-carboxylic acid benzyl ester 在 sodium tetrahydroborate 、 tris-(dibenzylideneacetone)dipalladium(0) 、 potassium carbonate 、 三氟乙酸 、 sodium t-butanolate 、 2-二环己膦基-2'-(N,N-二甲胺)-联苯 作用下， 以 甲醇 、 甲苯 、 乙腈 为溶剂， 反应 32.0h， 生成 2-(6-{2-[6-(bis-carboxymethyl-amino)hexyloxymethyl]piperazin-1-yl}-2-chloro-3-oxo-3H-xanthen-9-yl)benzoic acid
  参考文献：
  名称：

  Synthesis and Metal-Binding Properties of Chelating Fluorescein Derivatives

  摘要：

  Two routes to highly functionalized metal-chelating fluorescein derivatives have been pursued. Compound 3 is partially quenched by a variety of first-row transition metal ions in aqueous solution, with EC50 values ranging from 0.4 to 60 muM. Compounds of this type may find application in biological sensing.

  DOI：

  10.1021/ol0344570
• 作为产物：
  描述：

  6-溴己腈 在 sodium hydroxide 、 四丁基氢氧化铵 、 三氟乙酸 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 4.0h， 生成 2-(5-cyano-pentyloxymethyl)-piperazine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Synthesis and Metal-Binding Properties of Chelating Fluorescein Derivatives

  摘要：

  Two routes to highly functionalized metal-chelating fluorescein derivatives have been pursued. Compound 3 is partially quenched by a variety of first-row transition metal ions in aqueous solution, with EC50 values ranging from 0.4 to 60 muM. Compounds of this type may find application in biological sensing.

  DOI：

  10.1021/ol0344570

文献信息

• Synthesis and Metal-Binding Properties of Chelating Fluorescein Derivatives
  作者：Matthew A. Clark、Kathryn Duffy、Jyoti Tibrewala、Stephen J. Lippard

  DOI：10.1021/ol0344570

  日期：2003.6.1

  Two routes to highly functionalized metal-chelating fluorescein derivatives have been pursued. Compound 3 is partially quenched by a variety of first-row transition metal ions in aqueous solution, with EC50 values ranging from 0.4 to 60 muM. Compounds of this type may find application in biological sensing.