1-[(S)-3-azido-3,4-dihydro-6,7-dimethoxyquinolin-1(2H)-yl]propan-1-one | 1155987-03-3

• 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: 1-[(S)-3-azido-3,4-dihydro-6,7-dimethoxyquinolin-1(2H)-yl]propan-1-one
• 英文别名: 1-[(3S)-3-azido-6,7-dimethoxy-3,4-dihydro-2H-quinolin-1-yl]propan-1-one
• CAS: 1155987-03-3
• 化学式: C₁₄H₁₈N₄O₃
• 分子量: 290.322
• InChiKey: OPSOGIIPCWXAEJ-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  53.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-[(S)-3-azido-3,4-dihydro-6,7-dimethoxyquinolin-1(2H)-yl]propan-1-one 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 12.0h， 生成
  参考文献：
  名称：

  A concise enantioselective synthesis of 1-[(S)-3-(dimethylamino)-3,4-dihydro-6,7-dimethoxyquinolin-1(2H)-yl]propan-1-one, (S)-903

  摘要：

  A concise enantioselective synthesis of (S)-903, an inotropic agent, is described in nine linear steps and 95% ee based on asymmetric dihydroxylation of cinnamate ester and Co-catalyzed Multifunctional reduction of several functional groups leading to the construction of core tetrahydroquinolin-3-ol, as the key steps. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.01.019
• 作为产物：
  描述：

  (R)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-propionylquinolin-3-yl methane-sulfonate 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 1-[(S)-3-azido-3,4-dihydro-6,7-dimethoxyquinolin-1(2H)-yl]propan-1-one
  参考文献：
  名称：

  A concise enantioselective synthesis of 1-[(S)-3-(dimethylamino)-3,4-dihydro-6,7-dimethoxyquinolin-1(2H)-yl]propan-1-one, (S)-903

  摘要：

  A concise enantioselective synthesis of (S)-903, an inotropic agent, is described in nine linear steps and 95% ee based on asymmetric dihydroxylation of cinnamate ester and Co-catalyzed Multifunctional reduction of several functional groups leading to the construction of core tetrahydroquinolin-3-ol, as the key steps. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.01.019

文献信息

• A concise enantioselective synthesis of 1-[(S)-3-(dimethylamino)-3,4-dihydro-6,7-dimethoxyquinolin-1(2H)-yl]propan-1-one, (S)-903
  作者：Arun R. Jagdale、R. Santhosh Reddy、Arumugam Sudalai

  DOI：10.1016/j.tetasy.2009.01.019

  日期：2009.2

  A concise enantioselective synthesis of (S)-903, an inotropic agent, is described in nine linear steps and 95% ee based on asymmetric dihydroxylation of cinnamate ester and Co-catalyzed Multifunctional reduction of several functional groups leading to the construction of core tetrahydroquinolin-3-ol, as the key steps. (C) 2009 Elsevier Ltd. All rights reserved.