Boc-NHCH(CH2CH(CH3)2)CH(OH)CH2-(D)-Ile-OAllyl | 1228119-02-5

• 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: Boc-NHCH(CH2CH(CH3)2)CH(OH)CH2-(D)-Ile-OAllyl
• CAS: 1228119-02-5
• 化学式: C₂₁H₄₀N₂O₅
• 分子量: 400.559
• InChiKey: LEQGPFJGSSMSHG-ZJPYXAASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.02
• 重原子数：
  28.0
• 可旋转键数：
  12.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  96.89
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  丁二酸酐 、 Boc-NHCH(CH2CH(CH3)2)CH(OH)CH2-(D)-Ile-OAllyl 在 4-二甲氨基吡啶 作用下， 以 氯仿 为溶剂， 反应 16.0h， 以60%的产率得到4-(((6R,7S,10R)-10-((R)-sec-butyl)-6-isobutyl-2,2-dimethyl-4,11-dioxo-3,12-dioxa-5,9-diazapentadec-14-en-7-yl)oxy)-4-oxobutanoic acid
  参考文献：
  名称：

  Evaluation of retro-inverso modifications of HTLV-1 protease inhibitors containing a hydroxyethylamine isoster

  摘要：

  Effects of retro-inverso (RI) modifications of HTLV-1 protease inhibitors containing a hydroxyethylamine isoster backbone were clarified. Construction of the isoster backbone was achieved by a stereoselective aldol reaction. Four diastereomers with different configurations at the isoster hydroxyl site and the scissile site substituent were synthesized. Inhibitory activities of the new inhibitors suggest that partially modified RI inhibitors would interact with HTLV-1 protease in the same manner as the parent hydroxyethylamine inhibitor. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.02.019
• 作为产物：
  描述：

  H-(D)-Ile-OAllyl 、 (2R)-2-[(1R)-1-[N-(tert-butyloxycarbonyl)amino]-3-methylbutyl]oxirane 以 异丙醇 为溶剂， 反应 22.0h， 以51%的产率得到Boc-NHCH(CH2CH(CH3)2)CH(OH)CH2-(D)-Ile-OAllyl
  参考文献：
  名称：

  Evaluation of retro-inverso modifications of HTLV-1 protease inhibitors containing a hydroxyethylamine isoster

  摘要：

  Effects of retro-inverso (RI) modifications of HTLV-1 protease inhibitors containing a hydroxyethylamine isoster backbone were clarified. Construction of the isoster backbone was achieved by a stereoselective aldol reaction. Four diastereomers with different configurations at the isoster hydroxyl site and the scissile site substituent were synthesized. Inhibitory activities of the new inhibitors suggest that partially modified RI inhibitors would interact with HTLV-1 protease in the same manner as the parent hydroxyethylamine inhibitor. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.02.019