(R)-10-methyl-9-(1-methoxy-2,2,2-trifluoroethyl)anthracene | 602275-44-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: (R)-10-methyl-9-(1-methoxy-2,2,2-trifluoroethyl)anthracene
• 英文别名: 9-methyl-10-[(1R)-2,2,2-trifluoro-1-methoxyethyl]anthracene
• CAS: 602275-44-5
• 化学式: C₁₈H₁₅F₃O
• 分子量: 304.312
• InChiKey: WHQBIORPCFKJJC-QGZVFWFLSA-N

物化性质

• 熔点：
  96-98 °C
• 沸点：
  389.9±42.0 °C(Predicted)
• 密度：
  1.233±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  马来酸酐 、 (R)-10-methyl-9-(1-methoxy-2,2,2-trifluoroethyl)anthracene 以 苯 为溶剂， 以95%的产率得到
  参考文献：
  名称：

  Cycloadditions of chiral anthracenes: effect of the trifluoromethyl group

  摘要：

  Chiral anthracene template, 10-methyl-9-(1-methoxy-2,2,2-trifluoroethyl)anthracene undergoes highly diastereoselective cycloadditions with maleic anhydride and 5-acetoxy-2(5H)-furanone. Subsequent regioselective and stereoselective manipulations demonstrate the synthetic utility in conversions to enantioenriched butenolides, and elucidate the origin of diastereoselection. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02766-1
• 作为产物：
  描述：

  9-甲基蒽 在 Corey's catechol borane system 、 copper(II) bis(trifluoromethanesulfonate) 、 sodium hydride 作用下， 生成 (R)-10-methyl-9-(1-methoxy-2,2,2-trifluoroethyl)anthracene
  参考文献：
  名称：

  Cycloadditions of chiral anthracenes: effect of the trifluoromethyl group

  摘要：

  Chiral anthracene template, 10-methyl-9-(1-methoxy-2,2,2-trifluoroethyl)anthracene undergoes highly diastereoselective cycloadditions with maleic anhydride and 5-acetoxy-2(5H)-furanone. Subsequent regioselective and stereoselective manipulations demonstrate the synthetic utility in conversions to enantioenriched butenolides, and elucidate the origin of diastereoselection. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02766-1

文献信息

• Cycloadditions of chiral anthracenes: effect of the trifluoromethyl group
  作者：Matthew S. Corbett、Xiang Liu、Amitav Sanyal、John K. Snyder

  DOI：10.1016/s0040-4039(02)02766-1

  日期：2003.1

  Chiral anthracene template, 10-methyl-9-(1-methoxy-2,2,2-trifluoroethyl)anthracene undergoes highly diastereoselective cycloadditions with maleic anhydride and 5-acetoxy-2(5H)-furanone. Subsequent regioselective and stereoselective manipulations demonstrate the synthetic utility in conversions to enantioenriched butenolides, and elucidate the origin of diastereoselection. (C) 2003 Elsevier Science Ltd. All rights reserved.