(3aS,6R)-3'-(2-phenylphenyl)-3,3-di(propan-2-yl)spiro[4,5-dihydro-3aH-cyclopenta[c][1,2]oxazole-6,7'-5,6-dihydro-4H-2,1-benzoxazole] | 1106686-57-0

• 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: (3aS,6R)-3'-(2-phenylphenyl)-3,3-di(propan-2-yl)spiro[4,5-dihydro-3aH-cyclopenta[c][1,2]oxazole-6,7'-5,6-dihydro-4H-2,1-benzoxazole]
• CAS: 1106686-57-0
• 化学式: C₃₀H₃₄N₂O₂
• 分子量: 454.612
• InChiKey: STLCIMIDZBBXFL-SVEHJYQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-bromo-3',3'-diisopropyl-3',3a',4',5,5',6-hexahydro-4H-spiro[2,1-benzisoxazole-7,6'-cyclopenta[c]isoxazole] 、 2-联苯硼酸 在 barium dihydroxide 、 四(三苯基膦)钯 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 32.5h， 以97%的产率得到(3aS,6R)-3'-(2-phenylphenyl)-3,3-di(propan-2-yl)spiro[4,5-dihydro-3aH-cyclopenta[c][1,2]oxazole-6,7'-5,6-dihydro-4H-2,1-benzoxazole]
  参考文献：
  名称：

  Divergent synthesis of chiral spiro (isoxazole–isoxazoline) hybrid ligands

  摘要：

  An efficient synthetic method for chiral (isoxazole-isoxazoline) ligands based on a spiro[4.5]decane framework has been developed. A variety of enantiomerically pure ligands were readily prepared via the Suzuki-Miyaura coupling. The palladium complexes of these ligands have proven to be effective catalysts for the asymmetric Wacker-type cyclization of an alkenyl alcohol. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.10.019
• 作为试剂：
  描述：

  2-benzyl-2-(3-methyl-2-butenyl)-1,3-propanediol 在 palladium(II) trifluoroacetate 、 (3aS,6R)-3'-(2-phenylphenyl)-3,3-di(propan-2-yl)spiro[4,5-dihydro-3aH-cyclopenta[c][1,2]oxazole-6,7'-5,6-dihydro-4H-2,1-benzoxazole] 、 对苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 生成 3-benzyl-6,6-dimethyl-3-hydroxymethyl-3,6-dihydro-2H-pyran 、 3-benzyl-6,6-dimethyl-3-hydroxymethyl-3,6-dihydro-2H-pyran
  参考文献：
  名称：

  Divergent synthesis of chiral spiro (isoxazole–isoxazoline) hybrid ligands

  摘要：

  An efficient synthetic method for chiral (isoxazole-isoxazoline) ligands based on a spiro[4.5]decane framework has been developed. A variety of enantiomerically pure ligands were readily prepared via the Suzuki-Miyaura coupling. The palladium complexes of these ligands have proven to be effective catalysts for the asymmetric Wacker-type cyclization of an alkenyl alcohol. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.10.019

文献信息

• Divergent synthesis of chiral spiro (isoxazole–isoxazoline) hybrid ligands
  作者：Kazuhiro Takenaka、Shuhei Nakatsuka、Tetsuya Tsujihara、Priti S. Koranne、Hiroaki Sasai

  DOI：10.1016/j.tetasy.2008.10.019

  日期：2008.11

  An efficient synthetic method for chiral (isoxazole-isoxazoline) ligands based on a spiro[4.5]decane framework has been developed. A variety of enantiomerically pure ligands were readily prepared via the Suzuki-Miyaura coupling. The palladium complexes of these ligands have proven to be effective catalysts for the asymmetric Wacker-type cyclization of an alkenyl alcohol. (C) 2008 Elsevier Ltd. All rights reserved.