9-O-tert-butyl 2-O-methyl (1R,2S,6S)-5-phenylselanyl-9-azabicyclo[4.2.1]nonane-2,9-dicarboxylate | 1179812-48-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 9-O-tert-butyl 2-O-methyl (1R,2S,6S)-5-phenylselanyl-9-azabicyclo[4.2.1]nonane-2,9-dicarboxylate
• CAS: 1179812-48-6
• 化学式: C₂₁H₂₉NO₄Se
• 分子量: 438.426
• InChiKey: GKSSDAGABKUQSI-KTGAGVNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.16
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9-O-tert-butyl 2-O-methyl (1R,2S,6S)-5-phenylselanyl-9-azabicyclo[4.2.1]nonane-2,9-dicarboxylate 在 双氧水 、 镍 、 碳酸氢钠 、 lithium diisopropyl amide 作用下， 以 甲醇 为溶剂， 生成 9-O-tert-butyl 2-O-methyl (1R,6R)-9-azabicyclo[4.2.1]non-2-ene-2,9-dicarboxylate
  参考文献：
  名称：

  Synthesis of a (+)-anatoxin-a analogue for monoclonal antibodies production

  摘要：

  Anatoxin-a analogue was prepared by resolution of aminoacid 1 using chiral (R)-4-phenyl-oxazolidin-2-thione as derivatizing agent. X-ray diffraction of a diastereomer allowed us to determine its absolute configuration. The synthesis could then be completed in few steps followed by introduction of an amide linker bearing a terminal alkyne in order to attach a carrier protein for monoclonal antibodies production. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.05.094
• 作为产物：
  描述：

  1,5-环辛二烯 在 咪唑 、 4-二甲氨基吡啶 、 sodium carbonate 、 N,N'-二环己基碳二亚胺 作用下， 以 乙腈 为溶剂， 生成 9-O-tert-butyl 2-O-methyl (1R,2S,6S)-5-phenylselanyl-9-azabicyclo[4.2.1]nonane-2,9-dicarboxylate
  参考文献：
  名称：

  Synthesis of a (+)-anatoxin-a analogue for monoclonal antibodies production

  摘要：

  Anatoxin-a analogue was prepared by resolution of aminoacid 1 using chiral (R)-4-phenyl-oxazolidin-2-thione as derivatizing agent. X-ray diffraction of a diastereomer allowed us to determine its absolute configuration. The synthesis could then be completed in few steps followed by introduction of an amide linker bearing a terminal alkyne in order to attach a carrier protein for monoclonal antibodies production. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.05.094

文献信息

• Synthesis of a (+)-anatoxin-a analogue for monoclonal antibodies production
  作者：Mickael Marc、Francis Outurquin、Pierre-Yves Renard、Christophe Créminon、Xavier Franck

  DOI：10.1016/j.tetlet.2009.05.094

  日期：2009.8

  Anatoxin-a analogue was prepared by resolution of aminoacid 1 using chiral (R)-4-phenyl-oxazolidin-2-thione as derivatizing agent. X-ray diffraction of a diastereomer allowed us to determine its absolute configuration. The synthesis could then be completed in few steps followed by introduction of an amide linker bearing a terminal alkyne in order to attach a carrier protein for monoclonal antibodies production. (C) 2009 Elsevier Ltd. All rights reserved.