(R)-2-(10-methyl-9,10-dihydroacridin-9-yl)butan-1-ol | 1365646-94-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (R)-2-(10-methyl-9,10-dihydroacridin-9-yl)butan-1-ol
• 英文别名: (2R)-2-(10-methyl-9H-acridin-9-yl)butan-1-ol
• CAS: 1365646-94-1
• 化学式: C₁₈H₂₁NO
• 分子量: 267.371
• InChiKey: SJBSTXIKNHDQNY-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-甲基吖啶鎓碘化物 在 S-α,α-双(3,5-二三氟甲基苯基)脯氨醇三甲基硅醚 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 24.5h， 生成 (R)-2-(10-methyl-9,10-dihydroacridin-9-yl)butan-1-ol
  参考文献：
  名称：

  Organocatalytic Asymmetric 1,4-Addition of Aldehydes to Acridiniums Catalyzed by a Diarylprolinol Silyl Ether

  摘要：

  The organocatalytic enantioselective 1,4-addition of aldehydes to acridiniums catalyzed by diarylprolinol silyl ether was achieved to furnish chiral acridanes in both high yields (82-96%) and excellent enantioselectivities (up to 99% ee), which also provides the highly enantioselective intermolecular alpha-alkylation of aldehydes with acridiniums salt.

  DOI：

  10.1021/jo2025114

文献信息

• Organocatalytic Asymmetric 1,4-Addition of Aldehydes to Acridiniums Catalyzed by a Diarylprolinol Silyl Ether
  作者：Tao Liang、Jian Xiao、Zhiyi Xiong、Xingwei Li

  DOI：10.1021/jo2025114

  日期：2012.4.6

  The organocatalytic enantioselective 1,4-addition of aldehydes to acridiniums catalyzed by diarylprolinol silyl ether was achieved to furnish chiral acridanes in both high yields (82-96%) and excellent enantioselectivities (up to 99% ee), which also provides the highly enantioselective intermolecular alpha-alkylation of aldehydes with acridiniums salt.