((2R,6S,8S)-2,8-Bis-azidomethyl-1,4,7-trioxa-10-aza-spiro[5.5]undec-10-yl)-phenyl-methanone | 241495-71-6

• 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: ((2R,6S,8S)-2,8-Bis-azidomethyl-1,4,7-trioxa-10-aza-spiro[5.5]undec-10-yl)-phenyl-methanone
• CAS: 241495-71-6
• 化学式: C₁₆H₁₉N₇O₄
• 分子量: 373.371
• InChiKey: KMKJELYNBLDILM-FMKPAKJESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.26
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  145.52
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  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 、 sodium carbonate 作用下， 以 乙腈 为溶剂， 20.0 ℃ 、303.98 kPa 条件下， 反应 1.0h， 生成 [(3R,7S,11R)-5,16,19,24,27,30,31-heptaoxa-1,9,13-triazatetracyclo[11.8.8.13,7.17,11]hentriacontan-9-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
• 作为产物：
  描述：

  Methanesulfonic acid (2S,6S,8S)-10-benzoyl-2-methanesulfonyloxymethyl-1,4,7-trioxa-10-aza-spiro[5.5]undec-8-ylmethyl ester 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以80%的产率得到((2R,6S,8S)-2,8-Bis-azidomethyl-1,4,7-trioxa-10-aza-spiro[5.5]undec-10-yl)-phenyl-methanone
  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