[(2R,6S,8R)-2,8-bis(aminomethyl)-1,4,7-trioxa-10-azaspiro[5.5]undecan-10-yl]-phenylmethanone | 241495-72-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: [(2R,6S,8R)-2,8-bis(aminomethyl)-1,4,7-trioxa-10-azaspiro[5.5]undecan-10-yl]-phenylmethanone
• CAS: 241495-72-7
• 化学式: C₁₆H₂₃N₃O₄
• 分子量: 321.376
• InChiKey: QMHSUQYUFXKNPW-FMKPAKJESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  100
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(2R,6S,8R)-2,8-bis(aminomethyl)-1,4,7-trioxa-10-azaspiro[5.5]undecan-10-yl]-phenylmethanone 在 lithium aluminium tetrahydride 、 sodium carbonate 作用下， 以 乙腈 为溶剂， 生成 (3R,7S,11R)-9-benzyl-5,16,19,24,27,30,31-heptaoxa-1,9,13-triazatetracyclo[11.8.8.13,7.17,11]hentriacontane
  参考文献：
  名称：

  Novel cryptand analogs incorporating a chiral spiran moiety

  摘要：

  Macrobicyclic polyethers based on the cryptand model displaying a chirality due to a spiran junction were synthesized from diamines 7 and 8. Results of attempted direct macrobicyclisation varied with the length the alpha,omega-oligoethyleneglycol ditosylates chain used as reagent. The expected structure was obtained only for triethyleneglycol ditosylate. The complexing properties of the diaza-octaoxa ligand 11, with alkaline and ammonium cations, were measured in THF by W-Visible spectrophotometry. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00915-6
• 作为产物：
  描述：

  ((2R,6S,8S)-2,8-Bis-azidomethyl-1,4,7-trioxa-10-aza-spiro[5.5]undec-10-yl)-phenyl-methanone 在 palladium on activated charcoal 氢气 作用下， 20.0 ℃ 、303.97 kPa 条件下， 反应 1.0h， 以100%的产率得到[(2R,6S,8R)-2,8-bis(aminomethyl)-1,4,7-trioxa-10-azaspiro[5.5]undecan-10-yl]-phenylmethanone
  参考文献：
  名称：

  Novel cryptand analogs incorporating a chiral spiran moiety

  摘要：

  Macrobicyclic polyethers based on the cryptand model displaying a chirality due to a spiran junction were synthesized from diamines 7 and 8. Results of attempted direct macrobicyclisation varied with the length the alpha,omega-oligoethyleneglycol ditosylates chain used as reagent. The expected structure was obtained only for triethyleneglycol ditosylate. The complexing properties of the diaza-octaoxa ligand 11, with alkaline and ammonium cations, were measured in THF by W-Visible spectrophotometry. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00915-6