[2-(3-[1,3]Dioxolan-2-yl-pyridin-2-ylmethyl)-phenyl]-carbamic acid tert-butyl ester | 516513-88-5

• 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-(3-[1,3]Dioxolan-2-yl-pyridin-2-ylmethyl)-phenyl]-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[2-[[3-(1,3-dioxolan-2-yl)pyridin-2-yl]methyl]phenyl]carbamate
• CAS: 516513-88-5
• 化学式: C₂₀H₂₄N₂O₄
• 分子量: 356.422
• InChiKey: BFTJEYATXADUCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  69.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [2-(3-[1,3]Dioxolan-2-yl-pyridin-2-ylmethyl)-phenyl]-carbamic acid tert-butyl ester 在 palladium on activated charcoal 氢气 、 溶剂黄146 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 6,11-Dihydro-5H-pyrido<3,2-c><1>benzazepin
  参考文献：
  名称：

  2-(Dimethylaminomethyl)-tetrahydroisoxazolopyridobenzazepine derivatives. Synthesis of a new 5-HT2C antagonist with potential anxiolytic properties

  摘要：

  Following the program started at Johnson & Johnson Pharmaceutical Research & Development searching for 5-HT2A/2C antagonists, we now report on the synthesis of 2-(dimethylaminomethyl)-2,3,3a,8-tetrahydroisoxazolo[3,2-a]pyrido[3,4-c]-[2]benzazepine and 2-(dimethylaminomethyl)-2,3,3a,8-tetrahydroisoxazolo[3,2-a]pyrido[3,2-c]-[2]benzazepine. A new method for the synthesis of pyridobenzazepines is described as well. The affinities for several receptors as well as the mCPP antagonistic activity of the compounds synthesised are described. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00796-5
• 作为产物：
  描述：

  2-bromo-3-(1,3-dioxolan-2-yl)pyridine 、 2-(溴甲基)苯基氨基甲酸叔丁酯 在 三甲基氯硅烷 、 1,2-二溴乙烷 、 锌 、 四(三苯基膦)钯 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以60%的产率得到[2-(3-[1,3]Dioxolan-2-yl-pyridin-2-ylmethyl)-phenyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  2-(Dimethylaminomethyl)-tetrahydroisoxazolopyridobenzazepine derivatives. Synthesis of a new 5-HT2C antagonist with potential anxiolytic properties

  摘要：

  Following the program started at Johnson & Johnson Pharmaceutical Research & Development searching for 5-HT2A/2C antagonists, we now report on the synthesis of 2-(dimethylaminomethyl)-2,3,3a,8-tetrahydroisoxazolo[3,2-a]pyrido[3,4-c]-[2]benzazepine and 2-(dimethylaminomethyl)-2,3,3a,8-tetrahydroisoxazolo[3,2-a]pyrido[3,2-c]-[2]benzazepine. A new method for the synthesis of pyridobenzazepines is described as well. The affinities for several receptors as well as the mCPP antagonistic activity of the compounds synthesised are described. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00796-5

文献信息

• 2-(Dimethylaminomethyl)-tetrahydroisoxazolopyridobenzazepine derivatives. Synthesis of a new 5-HT2C antagonist with potential anxiolytic properties
  作者：J.Ignacio Andrés、José M. Alonso、Javier Fernández、Laura Iturrino、Pedro Martı́nez、Theo F. Meert、Victor K. Sipido

  DOI：10.1016/s0960-894x(02)00796-5

  日期：2002.12

  Following the program started at Johnson & Johnson Pharmaceutical Research & Development searching for 5-HT2A/2C antagonists, we now report on the synthesis of 2-(dimethylaminomethyl)-2,3,3a,8-tetrahydroisoxazolo[3,2-a]pyrido[3,4-c]-[2]benzazepine and 2-(dimethylaminomethyl)-2,3,3a,8-tetrahydroisoxazolo[3,2-a]pyrido[3,2-c]-[2]benzazepine. A new method for the synthesis of pyridobenzazepines is described as well. The affinities for several receptors as well as the mCPP antagonistic activity of the compounds synthesised are described. (C) 2002 Elsevier Science Ltd. All rights reserved.