(1S,2S)-2-((11R,15S)-9,10-dihydro-9,10-[3,4]epipyrroloanthracen-13-yl)-1-phenylpropane-1,3-diol | 1172594-71-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (1S,2S)-2-((11R,15S)-9,10-dihydro-9,10-[3,4]epipyrroloanthracen-13-yl)-1-phenylpropane-1,3-diol
• CAS: 1172594-71-6
• 化学式: C₂₇H₂₇NO₂
• 分子量: 397.517
• InChiKey: HUBSSHYMLNUNEU-DUDSKSRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.92
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  43.7
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (1S,2S)-2-((11R,15S)-9,10-dihydro-9,10-[3,4]epipyrroloanthracen-13-yl)-1-phenylpropane-1,3-diol 、 3,3',5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl phosphorochloridite 在 吡啶 作用下， 以86%的产率得到(11R,15S)-13-((1S,2S)-1-phenyl-1,3-bis((2,4,8,10-tetra-tert-butyldibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)oxy)propan-2-yl)-9,10-dihydro-9,10-[3,4]epipyrroloanthracene
  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：

  (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