(2S,4S,5S)-5-amino-N-(3-amino-2,2-dimethyl-3-oxopropyl)-4-hydroxy-2-isopropyl-6-(isopropyl(4-methoxy-3-(3-methoxypropoxy)benzyl)amino)hexanamide | 1000045-67-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2S,4S,5S)-5-amino-N-(3-amino-2,2-dimethyl-3-oxopropyl)-4-hydroxy-2-isopropyl-6-(isopropyl(4-methoxy-3-(3-methoxypropoxy)benzyl)amino)hexanamide
• 英文别名: (2S,4S,5S)-5-amino-N-(3-amino-2,2-dimethyl-3-oxopropyl)-4-hydroxy-6-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl-propan-2-ylamino]-2-propan-2-ylhexanamide
• CAS: 1000045-67-9
• 化学式: C₂₉H₅₂N₄O₆
• 分子量: 552.755
• InChiKey: GKGIFKZUIBKKDS-HJOGWXRNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  39
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  149
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2S,4S,5S)-5-amino-N-(3-amino-2,2-dimethyl-3-oxopropyl)-4-hydroxy-2-isopropyl-6-(isopropyl(4-methoxy-3-(3-methoxypropoxy)benzyl)amino)hexanamide 、 富马酸 以 甲醇 为溶剂， 反应 0.08h， 生成 (2S,4S,5S)-5-amino-N-(3-amino-2,2-dimethyl-3-oxopropyl)-4-hydroxy-2-isopropyl-6-{isopropyl[4-methoxy-3-(3-methoxypropoxy)benzyl]amino}hexanamide fumarate
  参考文献：
  名称：

  Efficient Synthesis of 5-Amino-6-dialkylamino-4-hydroxypentanamide Derivatives for Renin Inhibitors

  摘要：

  We report an efficient synthetic method for 5-amino-6-dialkylamino-4-hydroxypentanamide derivatives using Shi Asymmetric Epoxidation and the ring opening of N-(2-nitrobenzenesulfonyl)aziridine with hindered secondary amine as key steps.

  DOI：

  10.3987/com-11-12224
• 作为产物：
  描述：

  (3S,5S)-3-isopropyl-5-[(2S)-1-(2-nitrobenzenesulfonyl)aziridine-2-yl]dihydrofuran-2-one 在 2-羟基吡啶 、 caesium carbonate 、 苯硫酚 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 15.5h， 生成 (2S,4S,5S)-5-amino-N-(3-amino-2,2-dimethyl-3-oxopropyl)-4-hydroxy-2-isopropyl-6-(isopropyl(4-methoxy-3-(3-methoxypropoxy)benzyl)amino)hexanamide
  参考文献：
  名称：

  Efficient Synthesis of 5-Amino-6-dialkylamino-4-hydroxypentanamide Derivatives for Renin Inhibitors

  摘要：

  We report an efficient synthetic method for 5-amino-6-dialkylamino-4-hydroxypentanamide derivatives using Shi Asymmetric Epoxidation and the ring opening of N-(2-nitrobenzenesulfonyl)aziridine with hindered secondary amine as key steps.

  DOI：

  10.3987/com-11-12224

文献信息

• The P1 N-isopropyl motif bearing hydroxyethylene dipeptide isostere analogues of aliskiren are in vitro potent inhibitors of the human aspartyl protease renin
  作者：Yasuchika Yamaguchi、Keith Menear、Nissim-Claude Cohen、Robert Mah、Frédéric Cumin、Christian Schnell、Jeanette M. Wood、Jürgen Maibaum

  DOI：10.1016/j.bmcl.2009.05.128

  日期：2009.8

  Novel nonpeptide small molecule renin inhibitors bearing an N-isopropyl P-1 motif were designed based on initial lead structures 1 and aliskiren (2). (P-3-P-1)-Benzamide derivatives such as 9a and 34, as well as the corresponding P-1 basic tertiary amine derivatives 10 and 35 were found to display low nanomolar inhibition against human renin in vitro. (C) 2009 Elsevier Ltd. All rights reserved.
• Efficient Synthesis of 5-Amino-6-dialkylamino-4-hydroxypentanamide Derivatives for Renin Inhibitors
  作者：Yuji Nakamura、Chie Suzuki、Teppei Fujimoto、Shojiro Miyazaki、Kazuhiko Tamaki、Takahide Nishi、Hiroshi Suemune

  DOI：10.3987/com-11-12224

  日期：——

  We report an efficient synthetic method for 5-amino-6-dialkylamino-4-hydroxypentanamide derivatives using Shi Asymmetric Epoxidation and the ring opening of N-(2-nitrobenzenesulfonyl)aziridine with hindered secondary amine as key steps.