tert-butyl 5-[(3-methoxyazetidin-1-yl)methyl]-3,4-dihydro-1H-isoquinoline-2-carboxylate | 601514-69-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: tert-butyl 5-[(3-methoxyazetidin-1-yl)methyl]-3,4-dihydro-1H-isoquinoline-2-carboxylate
• CAS: 601514-69-6
• 化学式: C₁₉H₂₈N₂O₃
• 分子量: 332.443
• InChiKey: WICBDCQFLHXOTC-UHFFFAOYSA-N

物化性质

• 沸点：
  426.5±45.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  42
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl 5-[(3-methoxyazetidin-1-yl)methyl]-3,4-dihydro-1H-isoquinoline-2-carboxylate 在 盐酸 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到
  参考文献：
  名称：

  Synthesis of substituted 5-aminomethyl tetrahydro-isoquinolines and dihydro-isoindoles

  摘要：

  The synthesis of ten substituted aminomethylene tetrahydro-isoquinolines is described, proceeding in eight steps from 5-hydroxyisoquinoline via reductive amination of N-Boc tetrahydro-isoquinoline 5-carboxaldehyde. Likewise, reductive amination was used to prepare four substituted dihydro-isoindoles from the corresponding aldehyde. The dihydro-isoindole ring system was conveniently accessed via a 2+2+2 cycloaddition reaction. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.095
• 作为产物：
  描述：

  5-羟基-1,2,3,4-四氢异喹啉 在 sodium hydroxide 、 N-苯基双(三氟甲烷磺酰)亚胺 、 二异丁基氢化铝 、 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 60.5h， 生成 tert-butyl 5-[(3-methoxyazetidin-1-yl)methyl]-3,4-dihydro-1H-isoquinoline-2-carboxylate
  参考文献：
  名称：

  Synthesis of substituted 5-aminomethyl tetrahydro-isoquinolines and dihydro-isoindoles

  摘要：

  The synthesis of ten substituted aminomethylene tetrahydro-isoquinolines is described, proceeding in eight steps from 5-hydroxyisoquinoline via reductive amination of N-Boc tetrahydro-isoquinoline 5-carboxaldehyde. Likewise, reductive amination was used to prepare four substituted dihydro-isoindoles from the corresponding aldehyde. The dihydro-isoindole ring system was conveniently accessed via a 2+2+2 cycloaddition reaction. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.095

文献信息

• Synthesis of substituted 5-aminomethyl tetrahydro-isoquinolines and dihydro-isoindoles
  作者：M. Jonathan Fray、Paul Allen、Paul R. Bradley、Clare E. Challenger、Michael Closier、Tim J. Evans、Mark L. Lewis、John P. Mathias、Carly L. Nichols、Yvonne M. Po-Ba、Hayley Snow、Mark H. Stefaniak、Hannah V. Vuong

  DOI：10.1016/j.tet.2006.04.095

  日期：2006.7

  The synthesis of ten substituted aminomethylene tetrahydro-isoquinolines is described, proceeding in eight steps from 5-hydroxyisoquinoline via reductive amination of N-Boc tetrahydro-isoquinoline 5-carboxaldehyde. Likewise, reductive amination was used to prepare four substituted dihydro-isoindoles from the corresponding aldehyde. The dihydro-isoindole ring system was conveniently accessed via a 2+2+2 cycloaddition reaction. (c) 2006 Elsevier Ltd. All rights reserved.