trans-(1S,2S)-1-ethyl-2-amino-1-indanol | 473968-91-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: trans-(1S,2S)-1-ethyl-2-amino-1-indanol
• 英文别名: (1S,2S)-2-amino-1-ethyl-2,3-dihydroinden-1-ol
• CAS: 473968-91-1
• 化学式: C₁₁H₁₅NO
• 分子量: 177.246
• InChiKey: DEKCLZURRNDJAD-QWRGUYRKSA-N

物化性质

• 沸点：
  301.1±42.0 °C(Predicted)
• 密度：
  1.114±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-碘丁烷 、 trans-(1S,2S)-1-ethyl-2-amino-1-indanol 在 sodium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以44%的产率得到trans-(1S,2S)-1-ethyl-2-(N,N-dibutylamino)-1-indanol
  参考文献：
  名称：

  trans-(1S,2S)-1-Substituted-2-(N,N-dialkylamino)-1-indanol derivatives as chiral ligands in the catalytic enantioselective addition of diethylzinc to aldehydes

  摘要：

  A series of optically active trans-(1S,2S)-1-substituted-2-(N,N-dialkylamino)-1-indanol derivatives 1-6 were synthesized and applied in the catalytic enantioselective addition of dicthylzinc to aldehydes. The enantiomeric purity of the addition products increased considerably with increasing bulk of the substituents both on the nitrogen atom and the hydroxy-bearing carbon atom of the ligands. sec-Alcohols were obtained in good yields with enantiomeric excesses tip to 93.1%. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00183-0
• 作为产物：
  描述：

  N-乙氧羰基-L-苯丙氨酸 在 氢氧化钾 、 三氯化铝 、 五氯化磷 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 为溶剂， 反应 5.5h， 生成 trans-(1S,2S)-1-ethyl-2-amino-1-indanol
  参考文献：
  名称：

  trans-(1S,2S)-1-Substituted-2-(N,N-dialkylamino)-1-indanol derivatives as chiral ligands in the catalytic enantioselective addition of diethylzinc to aldehydes

  摘要：

  A series of optically active trans-(1S,2S)-1-substituted-2-(N,N-dialkylamino)-1-indanol derivatives 1-6 were synthesized and applied in the catalytic enantioselective addition of dicthylzinc to aldehydes. The enantiomeric purity of the addition products increased considerably with increasing bulk of the substituents both on the nitrogen atom and the hydroxy-bearing carbon atom of the ligands. sec-Alcohols were obtained in good yields with enantiomeric excesses tip to 93.1%. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00183-0

文献信息

• trans-(1S,2S)-1-Substituted-2-(N,N-dialkylamino)-1-indanol derivatives as chiral ligands in the catalytic enantioselective addition of diethylzinc to aldehydes
  作者：Qianyong Xu、Hongfang Yang、Xinfu Pan、Albert S.C. Chan

  DOI：10.1016/s0957-4166(02)00183-0

  日期：2002.6

  A series of optically active trans-(1S,2S)-1-substituted-2-(N,N-dialkylamino)-1-indanol derivatives 1-6 were synthesized and applied in the catalytic enantioselective addition of dicthylzinc to aldehydes. The enantiomeric purity of the addition products increased considerably with increasing bulk of the substituents both on the nitrogen atom and the hydroxy-bearing carbon atom of the ligands. sec-Alcohols were obtained in good yields with enantiomeric excesses tip to 93.1%. (C) 2002 Elsevier Science Ltd. All rights reserved.