(R,R,R,R)-9-formyl-10-pivaloyl-2,3,6,7-tetramethoxymethyl-1,4,5,8-tetraoxa-1,2,3,4,5,6,7,8-octahydroanthracene | 836678-49-0

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: (R,R,R,R)-9-formyl-10-pivaloyl-2,3,6,7-tetramethoxymethyl-1,4,5,8-tetraoxa-1,2,3,4,5,6,7,8-octahydroanthracene
• CAS: 836678-49-0
• 化学式: C₂₄H₃₄O₁₀
• 分子量: 482.528
• InChiKey: LBRXPAHMTXEDQG-QBPKDAKJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.33
• 重原子数：
  34.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  107.98
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  吡咯 、 (R,R,R,R)-9-formyl-10-pivaloyl-2,3,6,7-tetramethoxymethyl-1,4,5,8-tetraoxa-1,2,3,4,5,6,7,8-octahydroanthracene 在 三氟化硼乙醚 、 四氯苯醌 作用下， 以 氯仿 为溶剂， 以39%的产率得到5,10,15,20-tetrakis[(R,R,R,R)-10-pivaloyl-2,3,6,7-tetramethoxymethyl-1,4,5,8-tetraoxa-1,2,3,4,5,6,7,8-octahydroanthracen-9-yl]porphyrin
  参考文献：
  名称：

  Electronic effects on enantioselectivity in epoxidation catalyzed by D4-symmetric chiral porphyrins

  摘要：

  A symmetric epoxidation of various aromatic olefins was examined with our D-4-symmetric chiral porphyrin. The enantioselectivity was greatly improved upon when the substrates contained electron-deficient groups. Moreover, examination of electronic effects in the porphyrin catalyst revealed that electron-deficient groups lowered and electron-donating groups raised the enantioselectivity. Hammett plot analysis suggested that these electronic effects could be interpreted in terms of the Hammond postulate. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.10.029
• 作为产物：
  描述：

  (R,R,R,R)-9-(2,2-dimethyl-1-(R,S)-hydroxypropyl)-2,3,6,7-tetramethoxymethyl-1,4,5,8-tetraoxa-1,2,3,4,5,6,7,8-octahydroanthracene 在 四丙基高钌酸铵 、 4 A molecular sieve 、 四氯化锡 、 N-甲基吗啉氧化物 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 7.0h， 生成 (R,R,R,R)-9-formyl-10-pivaloyl-2,3,6,7-tetramethoxymethyl-1,4,5,8-tetraoxa-1,2,3,4,5,6,7,8-octahydroanthracene
  参考文献：
  名称：

  Electronic effects on enantioselectivity in epoxidation catalyzed by D4-symmetric chiral porphyrins

  摘要：

  A symmetric epoxidation of various aromatic olefins was examined with our D-4-symmetric chiral porphyrin. The enantioselectivity was greatly improved upon when the substrates contained electron-deficient groups. Moreover, examination of electronic effects in the porphyrin catalyst revealed that electron-deficient groups lowered and electron-donating groups raised the enantioselectivity. Hammett plot analysis suggested that these electronic effects could be interpreted in terms of the Hammond postulate. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.10.029