1,3-Bis((2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)piperidin-1-yl)propane-1,3-dione | 1606972-86-4

• 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: 1,3-Bis((2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)piperidin-1-yl)propane-1,3-dione
• CAS: 1606972-86-4
• 化学式: C₇₁H₇₄N₂O₁₀
• 分子量: 1115.38
• InChiKey: ACQUQUDQKHGYPM-YNZXQLKMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.74
• 重原子数：
  83.0
• 可旋转键数：
  28.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  114.46
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  1,3-Bis((2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)piperidin-1-yl)propane-1,3-dione 在 10 wt% Pd(OH)2 on carbon 、 氢气 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 120.0h， 生成 1,2-Bis((2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl)ethane-1,2-dione
  参考文献：
  名称：

  N-Bridged 1-deoxynojirimycin dimers as selective insect trehalase inhibitors

  摘要：

  A small set of N-bridged 1-deoxynojirimycin dimers has been synthesized and evaluated as potential inhibitors of insect trehalase from midge larvae of Chironomus riparius, porcine trehalase as the mammalian counterpart and alpha-amylase from human saliva. All the tested compounds (2-4) proved to be active (micromolar range activity) against insect trehalase, showing selectivity toward the insect glycosidase. No activity was observed against alpha-amylase. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2013.12.025
• 作为产物：
  描述：

  丙二酸 、 (2R,3R,4R,5S)-3,4,5-三(苄氧基)-2-[(苄氧基)甲基]哌啶 在 4-二甲氨基吡啶 、 对甲苯磺酸 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以70%的产率得到1,3-Bis((2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)piperidin-1-yl)propane-1,3-dione
  参考文献：
  名称：

  N-Bridged 1-deoxynojirimycin dimers as selective insect trehalase inhibitors

  摘要：

  A small set of N-bridged 1-deoxynojirimycin dimers has been synthesized and evaluated as potential inhibitors of insect trehalase from midge larvae of Chironomus riparius, porcine trehalase as the mammalian counterpart and alpha-amylase from human saliva. All the tested compounds (2-4) proved to be active (micromolar range activity) against insect trehalase, showing selectivity toward the insect glycosidase. No activity was observed against alpha-amylase. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2013.12.025