4-Methoxy-6-[2-[2-(oxan-2-yloxy)ethyl]phenyl]-1,3-benzodioxole-5-carbaldehyde | 791814-46-5

• 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: 4-Methoxy-6-[2-[2-(oxan-2-yloxy)ethyl]phenyl]-1,3-benzodioxole-5-carbaldehyde
• CAS: 791814-46-5
• 化学式: C₂₂H₂₄O₆
• 分子量: 384.429
• InChiKey: LOLNSKZDLQQQNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-Methoxy-6-[2-[2-(oxan-2-yloxy)ethyl]phenyl]-1,3-benzodioxole-5-carbaldehyde 在 镍 sodium hydroxide 、 lithium aluminium tetrahydride 、 氢气 、 四已基碘化铵 、 溶剂黄146 、 三乙胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 51.0h， 生成 11-methoxy-7-methyl-5,6,7,8,9,10-hexahydro-7-azabenzo[1,3]benzodioxolocyclodecene
  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：

  4-甲氧基-6-溴-1,3-苯并二噁茂 在 palladium diacetate 、 四氯化锡 、 碳酸氢钠 、 三苯基膦 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 4-Methoxy-6-[2-[2-(oxan-2-yloxy)ethyl]phenyl]-1,3-benzodioxole-5-carbaldehyde
  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.