2-[2-[6-[3-[[(1S)-1-phenylethyl]amino]propyl]-1,3-benzodioxol-5-yl]phenyl]ethyl methanesulfonate | 1027047-91-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 2-[2-[6-[3-[[(1S)-1-phenylethyl]amino]propyl]-1,3-benzodioxol-5-yl]phenyl]ethyl methanesulfonate
• CAS: 1027047-91-1
• 化学式: C₂₇H₃₁NO₅S
• 分子量: 481.613
• InChiKey: YYBPUQMBTVWZMJ-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  82.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[2-[6-[3-[[(1S)-1-phenylethyl]amino]propyl]-1,3-benzodioxol-5-yl]phenyl]ethyl methanesulfonate 在 palladium on activated charcoal 氢气 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 68.0h， 生成 17,19-Dioxa-10-azatetracyclo[12.7.0.02,7.016,20]henicosa-1(21),2,4,6,14,16(20)-hexaene
  参考文献：
  名称：

  Synthesis of the Enantiomers of Hexahydrodibenz[d,f]azecines

  摘要：

  Suzuki coupling procedures were used to make appropriate 2-(3-aminopropyl)- 2'-(2-mesyloxy)ethyl disubstituted biphenyl derivatives 19 and 20 from which the racemic hexahydrodibenz[d,f]azecines 3 and 4 were produced following intramolecular mesyloxy displacement in dilute solution. The enantiomers of the former azecine were prepared by use of an analogue of the biphenyl aminomesylate 19 having a chiral auxiliary bound to the amino group during the closure of the 10-membered ring. Absolute configurations were assigned by X-ray diffraction analysis of compound 28.

  DOI：

  10.1021/jo049157q
• 作为产物：
  描述：

  6-溴-3,4-亚甲基二氧苯甲醛 在 palladium on activated charcoal palladium diacetate 、 sodium hydroxide 、 dimethyl sulfide borane 、 氢气 、 碳酸氢钠 、 四已基碘化铵 、 三乙胺 、 三苯基膦 、 三氟乙酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 16.5h， 生成 2-[2-[6-[3-[[(1S)-1-phenylethyl]amino]propyl]-1,3-benzodioxol-5-yl]phenyl]ethyl methanesulfonate
  参考文献：
  名称：

  Synthesis of the Enantiomers of Hexahydrodibenz[d,f]azecines

  摘要：

  Suzuki coupling procedures were used to make appropriate 2-(3-aminopropyl)- 2'-(2-mesyloxy)ethyl disubstituted biphenyl derivatives 19 and 20 from which the racemic hexahydrodibenz[d,f]azecines 3 and 4 were produced following intramolecular mesyloxy displacement in dilute solution. The enantiomers of the former azecine were prepared by use of an analogue of the biphenyl aminomesylate 19 having a chiral auxiliary bound to the amino group during the closure of the 10-membered ring. Absolute configurations were assigned by X-ray diffraction analysis of compound 28.

  DOI：

  10.1021/jo049157q

文献信息

• Synthesis of the Enantiomers of Hexahydrodibenz[<i>d,f</i>]azecines
  作者：Richard H. Furneaux、Graeme J. Gainsford、Jennifer M. Mason

  DOI：10.1021/jo049157q

  日期：2004.10.1

  Suzuki coupling procedures were used to make appropriate 2-(3-aminopropyl)- 2'-(2-mesyloxy)ethyl disubstituted biphenyl derivatives 19 and 20 from which the racemic hexahydrodibenz[d,f]azecines 3 and 4 were produced following intramolecular mesyloxy displacement in dilute solution. The enantiomers of the former azecine were prepared by use of an analogue of the biphenyl aminomesylate 19 having a chiral auxiliary bound to the amino group during the closure of the 10-membered ring. Absolute configurations were assigned by X-ray diffraction analysis of compound 28.