(1S,5S,1'S)-6,8-bis-[N-(1'-phenethyl)]-6,8-diaza-7,9-dioxo-bicyclo[3.2.2]nonane | 284490-25-1

• 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: (1S,5S,1'S)-6,8-bis-[N-(1'-phenethyl)]-6,8-diaza-7,9-dioxo-bicyclo[3.2.2]nonane
• 英文别名: (1'S,1"S,1S,4S)-2,5-bis-[2,5-N,N-(1'-phenethyl)]-3,6-dioxo-2,5-diazabicyclo[3,2,2]nonane；(1S,5S)-6,8-bis[(1S)-1-phenylethyl]-6,8-diazabicyclo[3.2.2]nonane-7,9-dione
• CAS: 284490-25-1
• 化学式: C₂₃H₂₆N₂O₂
• 分子量: 362.472
• InChiKey: DLVQGKLGQMGDCE-USNOLKROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S,5S,1'S)-6,8-bis-[N-(1'-phenethyl)]-6,8-diaza-7,9-dioxo-bicyclo[3.2.2]nonane 在 氢碘酸 作用下， 生成 (6S,2S)-二氨基庚二酸
  参考文献：
  名称：

  A simple asymmetric synthesis of (+)- and (−)-2,6-diaminopimelic acids

  摘要：

  The asymmetric synthesis of both the enantiomers of 2,6-diaminopimelic acid (2,6-DAP) has been accomplished starting from the chiral synthon 1. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00050-1
• 作为产物：
  描述：

  3-(3-Iodo-propyl)-1,4-bis-((S)-1-phenyl-ethyl)-piperazine-2,5-dione 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 生成 (1'S,1"S,1R,4R)-2,5-bis-[2,5-N,N-(1'-phenethyl)]-3,6-dioxo-2,5-diazabicyclo[3,2,2]nonane 、 (1S,5S,1'S)-6,8-bis-[N-(1'-phenethyl)]-6,8-diaza-7,9-dioxo-bicyclo[3.2.2]nonane
  参考文献：
  名称：

  A simple asymmetric synthesis of (+)- and (−)-2,6-diaminopimelic acids

  摘要：

  The asymmetric synthesis of both the enantiomers of 2,6-diaminopimelic acid (2,6-DAP) has been accomplished starting from the chiral synthon 1. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00050-1

文献信息

• Enantioselective synthesis of 2,6-diaminopimelic acid derivatives. Part 3
  作者：Francesca Paradisi、Fabio Piccinelli、Gianni Porzi、Sergio Sandri

  DOI：10.1016/s0957-4166(02)00126-x

  日期：2002.4

  Enantiomerically pure 2,6-diaminopimelic acid derivatives 9a c and 10a c have been synthesized starting from the glycine-derived chiral synthon (1'S,1"S)-1. The absolute configuration of stereocenters introduced on 2 and 3 were assigned on the basis of H-1 NMR data and conformational analysis. (C) 2002 Elsevier Science Ltd. All rights reserved.
• A simple asymmetric synthesis of (+)- and (−)-2,6-diaminopimelic acids
  作者：Francesca Paradisi、Gianni Porzi、Samuele Rinaldi、Sergio Sandri*

  DOI：10.1016/s0957-4166(00)00050-1

  日期：2000.4

  The asymmetric synthesis of both the enantiomers of 2,6-diaminopimelic acid (2,6-DAP) has been accomplished starting from the chiral synthon 1. (C) 2000 Elsevier Science Ltd. All rights reserved.