trans-(1S,2S)-bis-p-N,N-dimethylaminobenzoyloxy-1,2-dihydro-5-methoxyacenaphthene

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: trans-(1S,2S)-bis-p-N,N-dimethylaminobenzoyloxy-1,2-dihydro-5-methoxyacenaphthene
• 英文别名: [(1S,2S)-2-[4-(dimethylamino)benzoyl]oxy-6-methoxy-1,2-dihydroacenaphthylen-1-yl] 4-(dimethylamino)benzoate
• 化学式: C₃₁H₃₀N₂O₅
• 分子量: 510.59
• InChiKey: AKUIVRYDPLMIAS-VMPREFPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  38
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-二甲氨基苯甲酰氯 、 trans-(1S,2S)-5-methoxy-acenaphthene-1,2-diol 在 silver cyanide 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以44%的产率得到trans-(1S,2S)-bis-p-N,N-dimethylaminobenzoyloxy-1,2-dihydro-5-methoxyacenaphthene
  参考文献：
  名称：

  Preparation of chiral trans-5-substituted-acenaphthene-1,2-diols by baker’s yeast-mediated reduction of 5-substituted-acenaphthylene-1,2-diones

  摘要：

  A series of trans-5-substauted-acenaphthene-1,2-diols were obtained in 21-72% yield with 97-100% ee by baker's yeast-mediated reduction of the corresponding acenaphthylene-1,2-diones, in the presence of DMSO as a co-solvent and under vigorous agitation The absolute configuration of (-)-trans-5-methoxy-acenaphthene-1,2-diol trans-3b and (-)-trans-5-bromo-acenaphthene-12-diol trans-3c was assigned as (S,S) and (-)-trans-5-thiomorpholin-acenaphthene-1,2-diol trans-3d was established as (R,R) by exciton-coupled circular dichroism. (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2010.04.048