8-[3'-(i-pentyloxy)-5'-(3''-N-BOC-aminobenzyloxy)benzyloxy]-2-[1H]-quinolinone | 299217-23-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 8-[3'-(i-pentyloxy)-5'-(3''-N-BOC-aminobenzyloxy)benzyloxy]-2-[1H]-quinolinone
• CAS: 299217-23-5
• 化学式: C₃₃H₃₈N₂O₆
• 分子量: 558.675
• InChiKey: ZRNCSTFEMVTPJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.46
• 重原子数：
  41.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  98.88
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  8-[3'-(i-pentyloxy)-5'-(3''-N-BOC-aminobenzyloxy)benzyloxy]-2-[1H]-quinolinone 在 氢氧化钾 、 四丁基碘化铵 、 三氟乙酸 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 6.0h， 生成 8-[3'-(3-i-pentyloxy)-5'-(3''-aminobenzyloxy)benzyloxy]-2-[1-(4'''-acetoxyphenyl)ethyl]quinolinone
  参考文献：
  名称：

  Dendroid Peptide Structural Mimetics of ω-Conotoxin MVIIA based on a 2(1H)-Quinolinone Core

  摘要：

  Three mimetics of the peptide omega-Conotoxin MVIIA have been synthesised following the dendroid approach. The three key central amino acids of the natural peptide are mimicked by phenylguanidine (arginine), isopentyl (leucine) and aryl alcohol (tyrosine) attached to a quinolinone core at the 1- and 8-positions. The derivatives are designed to position these key groups in similar spatial orientation to that of the natural peptide in a structure that will have limited conformational flexibility. Key steps of the syntheses involve selective N-alkylation of quinolinone derivatives and guanylation of aryl amines. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00179-4
• 作为产物：
  描述：

  3-(N-boc-氨基)苄醇 在 18-冠醚-6 、 四溴化碳 、 potassium carbonate 、 三苯基膦 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 27.0h， 生成 8-[3'-(i-pentyloxy)-5'-(3''-N-BOC-aminobenzyloxy)benzyloxy]-2-[1H]-quinolinone
  参考文献：
  名称：

  Dendroid Peptide Structural Mimetics of ω-Conotoxin MVIIA based on a 2(1H)-Quinolinone Core

  摘要：

  Three mimetics of the peptide omega-Conotoxin MVIIA have been synthesised following the dendroid approach. The three key central amino acids of the natural peptide are mimicked by phenylguanidine (arginine), isopentyl (leucine) and aryl alcohol (tyrosine) attached to a quinolinone core at the 1- and 8-positions. The derivatives are designed to position these key groups in similar spatial orientation to that of the natural peptide in a structure that will have limited conformational flexibility. Key steps of the syntheses involve selective N-alkylation of quinolinone derivatives and guanylation of aryl amines. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00179-4

文献信息

• Dendroid Peptide Structural Mimetics of ω-Conotoxin MVIIA based on a 2(1H)-Quinolinone Core
  作者：Zhao-Xia Guo、Andrew N Cammidge、David C Horwell

  DOI：10.1016/s0040-4020(00)00179-4

  日期：2000.7

  Three mimetics of the peptide omega-Conotoxin MVIIA have been synthesised following the dendroid approach. The three key central amino acids of the natural peptide are mimicked by phenylguanidine (arginine), isopentyl (leucine) and aryl alcohol (tyrosine) attached to a quinolinone core at the 1- and 8-positions. The derivatives are designed to position these key groups in similar spatial orientation to that of the natural peptide in a structure that will have limited conformational flexibility. Key steps of the syntheses involve selective N-alkylation of quinolinone derivatives and guanylation of aryl amines. (C) 2000 Elsevier Science Ltd. All rights reserved.