t-butyl-(1S,3R,4R,6S)-4-hydroxy-6-(4-methoxybenzyloxy)cyclohexane-1,3-diyldicarbamate | 1223054-09-8

• 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: t-butyl-(1S,3R,4R,6S)-4-hydroxy-6-(4-methoxybenzyloxy)cyclohexane-1,3-diyldicarbamate
• CAS: 1223054-09-8
• 化学式: C₂₄H₃₈N₂O₇
• 分子量: 466.575
• InChiKey: QXLYMWNMGTUIQW-WCIQWLHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.52
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  115.35
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  t-butyl-(1S,3R,4R,6S)-4-hydroxy-6-(4-methoxybenzyloxy)cyclohexane-1,3-diyldicarbamate 生成 di-tert-butyl ((1R,3S,4S)-4-((4-methoxybenzyl)oxy)-6-oxocyclohexane-1,3-diyl)dicarbamate
  参考文献：
  名称：

  Synthesis of 2,4,5-triaminocyclohexanecarboxylic acid as a novel 2-deoxystreptamine mimic

  摘要：

  Since aminoglycosides have been known to exert their antibacterial activities by binding to various RNA targets, 2-deoxystreptamine served as a particularly important model in understanding RNA-small molecule interaction. Herein, 2,4,5-triaminocyclohexanecarboxylic acid was prepared as a novel 2-deoxystreptamine (2-DOS) mimic, which replaces highly flexible glycosidic bonds of aminoglycosides with amide bonds and may improve binding selectivity toward RNA targets through increased rigidity and additional hydrogen-bonding capability. This unnatural g-amino acid can also be used as a potential component for synthetic foldamers. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.111
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 在 碳酸氢钠 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 t-butyl-(1S,3R,4R,6S)-4-hydroxy-6-(4-methoxybenzyloxy)cyclohexane-1,3-diyldicarbamate
  参考文献：
  名称：

  Synthesis of 2,4,5-triaminocyclohexanecarboxylic acid as a novel 2-deoxystreptamine mimic

  摘要：

  Since aminoglycosides have been known to exert their antibacterial activities by binding to various RNA targets, 2-deoxystreptamine served as a particularly important model in understanding RNA-small molecule interaction. Herein, 2,4,5-triaminocyclohexanecarboxylic acid was prepared as a novel 2-deoxystreptamine (2-DOS) mimic, which replaces highly flexible glycosidic bonds of aminoglycosides with amide bonds and may improve binding selectivity toward RNA targets through increased rigidity and additional hydrogen-bonding capability. This unnatural g-amino acid can also be used as a potential component for synthetic foldamers. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.111