benzyl ((1S,3R,4S,5R,6S)-3-((S)-4-(((benzyloxy)carbonyl)amino)-2-hydroxybutanamido)-4,5-dihydroxy-7-oxaspiro[5.6]dodec-9-en-1-yl)carbamate | 1261084-79-0

• 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: benzyl ((1S,3R,4S,5R,6S)-3-((S)-4-(((benzyloxy)carbonyl)amino)-2-hydroxybutanamido)-4,5-dihydroxy-7-oxaspiro[5.6]dodec-9-en-1-yl)carbamate
• CAS: 1261084-79-0
• 化学式: C₃₁H₃₉N₃O₉
• 分子量: 597.665
• InChiKey: WGPXPTLXOSWSEY-RJPVTTHXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.67
• 重原子数：
  43.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  175.68
• 氢给体数：
  6.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  benzyl ((1S,3R,4S,5R,6S)-3-((S)-4-(((benzyloxy)carbonyl)amino)-2-hydroxybutanamido)-4,5-dihydroxy-7-oxaspiro[5.6]dodec-9-en-1-yl)carbamate 在 四氧化锇 、 四甲基乙二胺 作用下， 以 二氯甲烷 、 叔丁醇 为溶剂， 反应 0.5h， 以63%的产率得到
  参考文献：
  名称：

  Second generation analogs of rigid 6,7-spiro scaffolds targeting the bacterial ribosome

  摘要：

  Previous work from our group described the synthesis and biological evaluation of new rigid, 6,6- and 6,7-spiro aminoglycosidic scaffolds targeting the bacterial ribosome. Herein we describe an improved synthetic protocol for their construction, and extend our study by further amino-functionalization of their 6,7-spiro analogs. The synthetic strategy, preparation and evaluation of some representative examples are reported. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.001
• 作为产物：
  描述：

  benzyl ((1S,3R,4S,5R,6S)-3-amino-4,5-dihydroxy-7-oxaspiro[5.6]dodec-9-en-1-yl)carbamate 、 N-(S-γ-benzyloxycarbonylamino-α-hydroxybutyryloxy)succinimide 在 碳酸氢钠 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 反应 5.0h， 以58%的产率得到benzyl ((1S,3R,4S,5R,6S)-3-((S)-4-(((benzyloxy)carbonyl)amino)-2-hydroxybutanamido)-4,5-dihydroxy-7-oxaspiro[5.6]dodec-9-en-1-yl)carbamate
  参考文献：
  名称：

  Second generation analogs of rigid 6,7-spiro scaffolds targeting the bacterial ribosome

  摘要：

  Previous work from our group described the synthesis and biological evaluation of new rigid, 6,6- and 6,7-spiro aminoglycosidic scaffolds targeting the bacterial ribosome. Herein we describe an improved synthetic protocol for their construction, and extend our study by further amino-functionalization of their 6,7-spiro analogs. The synthetic strategy, preparation and evaluation of some representative examples are reported. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.001