dibenzyl ((3aR,4S,5S,7R,7aS)-4-allyl-4-(allyloxy)hexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclo-hexane]-5,7-diyl)dicarbamate | 1569042-94-9

• 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: dibenzyl ((3aR,4S,5S,7R,7aS)-4-allyl-4-(allyloxy)hexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclo-hexane]-5,7-diyl)dicarbamate
• CAS: 1569042-94-9
• 化学式: C₃₄H₄₂N₂O₇
• 分子量: 590.717
• InChiKey: JFCXPDORZTTZAW-BBQPZQQSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.94
• 重原子数：
  43.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  104.35
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  dibenzyl ((3aR,4S,5S,7R,7aS)-4-allyl-4-(allyloxy)hexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclo-hexane]-5,7-diyl)dicarbamate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 盐酸 、 四氧化锇 、 N-甲基吗啉氧化物 、 lithium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 水 、 丙酮 、 叔丁醇 为溶剂， 反应 22.0h， 生成 benzyl ((3R,4S,6S,7S,9R,10S,11R)-9-amino-3,4,10,11-tetrahydroxy-1-oxaspiro[5.5]undecan-7-yl)carbamate
  参考文献：
  名称：

  Rigid spiroethers targeting the decoding center of the bacterial ribosome

  摘要：

  Continuing our efforts towards understanding the principles governing ribosomal recognition and function, we have synthesized and evaluated a series of diversely functionalized 5,6-, 6,6- and 7,6- spiroethers. These compounds successfully mimic natural aminoglycosides regarding their binding to the decoding center of the bacterial ribosome. Their potential to inhibit prokaryotic protein production in vitro along with their antibacterial potencies have also been examined. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.12.068
• 作为产物：
  描述：

  dibenzyl (3aR,5S,7R,7aS)-4-allyl-4-hydroxyhexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5,7-diyldicarbamate 、 甲酸二酯 在 四(三苯基膦)钯 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以70%的产率得到dibenzyl ((3aR,4S,5S,7R,7aS)-4-allyl-4-(allyloxy)hexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclo-hexane]-5,7-diyl)dicarbamate
  参考文献：
  名称：

  Rigid spiroethers targeting the decoding center of the bacterial ribosome

  摘要：

  Continuing our efforts towards understanding the principles governing ribosomal recognition and function, we have synthesized and evaluated a series of diversely functionalized 5,6-, 6,6- and 7,6- spiroethers. These compounds successfully mimic natural aminoglycosides regarding their binding to the decoding center of the bacterial ribosome. Their potential to inhibit prokaryotic protein production in vitro along with their antibacterial potencies have also been examined. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.12.068