[(1S,2R)-2-[benzyl-(2,4,6-trimethylphenyl)sulfonylamino]-1-phenylpropyl] (4R)-4-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-5-methylhexanoate | 1322077-35-9

• 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: [(1S,2R)-2-[benzyl-(2,4,6-trimethylphenyl)sulfonylamino]-1-phenylpropyl] (4R)-4-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-5-methylhexanoate
• CAS: 1322077-35-9
• 化学式: C₄₄H₅₇NO₇S
• 分子量: 744.005
• InChiKey: RPZSFIBYTCUEPU-RZXDHYARSA-N

物化性质

• 沸点：
  801.8±75.0 °C(Predicted)
• 密度：
  1.126±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  53
• 可旋转键数：
  21
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  99.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [(1S,2R)-2-[benzyl-(2,4,6-trimethylphenyl)sulfonylamino]-1-phenylpropyl] (4R)-4-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-5-methylhexanoate 在 2-羟基吡啶 、 叠氮磷酸二苯酯 、 dicyclohexyl(trifluoromethylsulfonyloxy)borane 、 10% palladium on activated charcoal 、 水 、 氢气 、 双氧水 、 三乙胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲基叔丁基醚 、 水 、 甲苯 为溶剂， 反应 123.08h， 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：

  4-[(2R)-2-(氯甲基)-3-甲基丁基]-1-甲氧基-2-(3-甲氧基丙氧基)苯 在 吡啶 、 氯化亚砜 、 sodium ethanolate 、 potassium acetate 、 sodium iodide 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 二甲基亚砜 为溶剂， 反应 12.0h， 生成 [(1S,2R)-2-[benzyl-(2,4,6-trimethylphenyl)sulfonylamino]-1-phenylpropyl] (4R)-4-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-5-methylhexanoate
  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.