(2S,4R)-4-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-5-methyl-2-[(2S,4S)-5-oxo-4-propan-2-yloxolan-2-yl]hexanoic acid | 1322077-41-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2S,4R)-4-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-5-methyl-2-[(2S,4S)-5-oxo-4-propan-2-yloxolan-2-yl]hexanoic acid
• CAS: 1322077-41-7
• 化学式: C₂₆H₄₀O₇
• 分子量: 464.599
• InChiKey: CFEPTBODVLLOFP-FKEBYFGASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  33
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  91.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (2S,4R)-4-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-5-methyl-2-[(2S,4S)-5-oxo-4-propan-2-yloxolan-2-yl]hexanoic acid 在 2-羟基吡啶 、 叠氮磷酸二苯酯 、 10% palladium on activated charcoal 、 氢气 、 三乙胺 作用下， 以 甲基叔丁基醚 、 甲苯 为溶剂， 反应 2.83h， 生成 阿利克仑
  参考文献：
  名称：

  A new synthesis of the orally active renin inhibitor aliskiren

  摘要：

  A convergent synthesis of the orally active renin inhibitor aliskiren (1) is described. The synthesis was accomplished in 12 steps starting from the known chloride 2. The key step involves the Curtius rearrangement of the advanced intermediate 15, which provides lactone/carbamate 17 containing the correct stereochemistry and all of the functionality required for the preparation of the drug substance. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.06.056
• 作为产物：
  描述：

  (S)-3-(3-甲基丁酰基)-4-苄基-2-恶唑烷酮 在 sodium periodate 、 四氧化锇 、 dicyclohexyl(trifluoromethylsulfonyloxy)borane 、 水 、 双氧水 、 三乙胺 、 lithium hydroxide 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 反应 120.25h， 生成 (2S,4R)-4-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-5-methyl-2-[(2S,4S)-5-oxo-4-propan-2-yloxolan-2-yl]hexanoic acid
  参考文献：
  名称：

  A new synthesis of the orally active renin inhibitor aliskiren

  摘要：

  A convergent synthesis of the orally active renin inhibitor aliskiren (1) is described. The synthesis was accomplished in 12 steps starting from the known chloride 2. The key step involves the Curtius rearrangement of the advanced intermediate 15, which provides lactone/carbamate 17 containing the correct stereochemistry and all of the functionality required for the preparation of the drug substance. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.06.056

文献信息

• A new synthesis of the orally active renin inhibitor aliskiren
  作者：Joel Slade、Hui Liu、Mahavir Prashad、Kapa Prasad

  DOI：10.1016/j.tetlet.2011.06.056

  日期：2011.8

  A convergent synthesis of the orally active renin inhibitor aliskiren (1) is described. The synthesis was accomplished in 12 steps starting from the known chloride 2. The key step involves the Curtius rearrangement of the advanced intermediate 15, which provides lactone/carbamate 17 containing the correct stereochemistry and all of the functionality required for the preparation of the drug substance. (C) 2011 Elsevier Ltd. All rights reserved.