(R)-tert-butyl 2-((2R,3S)-2-hydroxy-3-((S)-4-isopropyl-2-oxooxazolidine-3-carbonyl)-5-methylhexyl)pyrrolidine-1-carboxylate | 1602491-05-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (R)-tert-butyl 2-((2R,3S)-2-hydroxy-3-((S)-4-isopropyl-2-oxooxazolidine-3-carbonyl)-5-methylhexyl)pyrrolidine-1-carboxylate
• CAS: 1602491-05-3
• 化学式: C₂₃H₄₀N₂O₆
• 分子量: 440.58
• InChiKey: LTZJCZBXUZLRTA-FCGDIQPGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  31.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  96.38
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (R)-tert-butyl 2-((2R,3S)-2-hydroxy-3-((S)-4-isopropyl-2-oxooxazolidine-3-carbonyl)-5-methylhexyl)pyrrolidine-1-carboxylate 在 sodium methylate 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 32.0h， 生成
  参考文献：
  名称：

  Effect of prime-site sequence of retro-inverso-modified HTLV-1 protease inhibitor

  摘要：

  The effects of additional substituents covering the prime-site of retro-inverso (RI)-modified HTLV-1 protease inhibitors containing a hydroxyethylamine isoster were clarified. Stereo-selective construction of the most potent isoster backbone was achieved by the Evans-aldol reaction. Addition of N-acetylated D-amino acid corresponding to the P-2(1) site gave an RI-modified inhibitor showing superior inhibitory activity to the previous inhibitor. Inhibitory activities of the newly synthesized inhibitors suggest that partially modified RI inhibitors would interact with HTLV-1 protease in the same manner as the parent hydroxyethylamine inhibitor. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.02.050
• 作为产物：
  描述：

  4-甲基戊酸 在 正丁基锂 、 三氟甲磺酸二丁硼 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 (R)-tert-butyl 2-((2R,3S)-2-hydroxy-3-((S)-4-isopropyl-2-oxooxazolidine-3-carbonyl)-5-methylhexyl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Effect of prime-site sequence of retro-inverso-modified HTLV-1 protease inhibitor

  摘要：

  The effects of additional substituents covering the prime-site of retro-inverso (RI)-modified HTLV-1 protease inhibitors containing a hydroxyethylamine isoster were clarified. Stereo-selective construction of the most potent isoster backbone was achieved by the Evans-aldol reaction. Addition of N-acetylated D-amino acid corresponding to the P-2(1) site gave an RI-modified inhibitor showing superior inhibitory activity to the previous inhibitor. Inhibitory activities of the newly synthesized inhibitors suggest that partially modified RI inhibitors would interact with HTLV-1 protease in the same manner as the parent hydroxyethylamine inhibitor. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.02.050