(11R,15S)-13-((1S,2S)-1,3-dihydroxy-1-phenylpropan-2-yl)-9,10-dihydro-9,10-[3,4]epipyrroloanthracene-12,14-dione | 1088226-10-1

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基四氢萘木脂素
• 英文名称: (11R,15S)-13-((1S,2S)-1,3-dihydroxy-1-phenylpropan-2-yl)-9,10-dihydro-9,10-[3,4]epipyrroloanthracene-12,14-dione
• CAS: 1088226-10-1
• 化学式: C₂₇H₂₃NO₄
• 分子量: 425.484
• InChiKey: YAADWXDQOSVWOM-QBATWKRPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.97
• 重原子数：
  32.0
• 可旋转键数：
  4.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  77.84
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (11R,15S)-13-((1S,2S)-1,3-dihydroxy-1-phenylpropan-2-yl)-9,10-dihydro-9,10-[3,4]epipyrroloanthracene-12,14-dione 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以99%的产率得到(1S,2S)-2-((11R,15S)-9,10-dihydro-9,10-[3,4]epipyrroloanthracen-13-yl)-1-phenylpropane-1,3-diol
  参考文献：
  名称：

  New chiral diphosphites derived from substituted 9,10-dihydroanthracene. Applications in asymmetric catalytic processes

  摘要：

  Two novel diphosphite ligands derived from 9,10-dihydroanthracene originating from a 1,3-diol chiral fragment, have been prepared in high yields from readily available starting materials. Rhodium and palladium catalytic systems containing these new P-donor ligands led to 51% and 90% ee in asymmetric hydroformylation and allylic alkylation processes, respectively. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.052
• 作为产物：
  描述：

  (1S,2S)-(+)-2-氨基-1-苯基-1,3-丙二醇 、 cis-9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylic acid anhydride 以 甲苯 为溶剂， 反应 12.0h， 以87%的产率得到(11R,15S)-13-((1S,2S)-1,3-dihydroxy-1-phenylpropan-2-yl)-9,10-dihydro-9,10-[3,4]epipyrroloanthracene-12,14-dione
  参考文献：
  名称：

  New chiral diphosphites derived from substituted 9,10-dihydroanthracene. Applications in asymmetric catalytic processes

  摘要：

  Two novel diphosphite ligands derived from 9,10-dihydroanthracene originating from a 1,3-diol chiral fragment, have been prepared in high yields from readily available starting materials. Rhodium and palladium catalytic systems containing these new P-donor ligands led to 51% and 90% ee in asymmetric hydroformylation and allylic alkylation processes, respectively. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.052