(1S)-2-(2-aminophenyl)-1-phenylethanol | 919988-97-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (1S)-2-(2-aminophenyl)-1-phenylethanol
• CAS: 919988-97-9
• 化学式: C₁₄H₁₅NO
• 分子量: 213.279
• InChiKey: DCSDIAAJIWGYBY-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  (1S)-2-(2-aminophenyl)-1-phenylethanol 在 lithium aluminium tetrahydride 、 zinc(II) perchlorate 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 33.0h， 生成 (1S)-2-(2-N-methylaminophenyl)-1-phenylethanol
  参考文献：
  名称：

  New Aniline-Containing Amino Alcohols from trans-(R,R)-2-(2-Nitrophenyl)-3-phenyloxirane as Useful Intermediates for the Synthesis of Chiral Ligands, Bases, and Benzoxazine Nucleus

  摘要：

  New enantiopure aniline-containing amino alcohols are directly derived from trans-(R,R)-2-(2-nitrophenyl)-3-phenyloxirane, by alternative regioselective double reductions. Subsequent selective alkylation procedures and derivatizations provide a rapid and high-yielding access to different chiral ligands, bases, and benzoxazines, without loss of optical purity.

  DOI：

  10.1021/jo0617969
• 作为产物：
  描述：

  (2R,3R)-2-(2-硝基苯基)-3-苯基环氧乙烷 在 palladium on activated charcoal sodium tetrahydroborate 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 1.0h， 以64%的产率得到(1S)-2-(2-aminophenyl)-1-phenylethanol
  参考文献：
  名称：

  New Aniline-Containing Amino Alcohols from trans-(R,R)-2-(2-Nitrophenyl)-3-phenyloxirane as Useful Intermediates for the Synthesis of Chiral Ligands, Bases, and Benzoxazine Nucleus

  摘要：

  New enantiopure aniline-containing amino alcohols are directly derived from trans-(R,R)-2-(2-nitrophenyl)-3-phenyloxirane, by alternative regioselective double reductions. Subsequent selective alkylation procedures and derivatizations provide a rapid and high-yielding access to different chiral ligands, bases, and benzoxazines, without loss of optical purity.

  DOI：

  10.1021/jo0617969

文献信息

• New Aniline-Containing Amino Alcohols from <i>trans</i>-(<i>R</i>,<i>R</i>)-2-(2-Nitrophenyl)-3-phenyloxirane as Useful Intermediates for the Synthesis of Chiral Ligands, Bases, and Benzoxazine Nucleus
  作者：Arlette Solladié-Cavallo、Paolo Lupattelli、Carlo Bonini、Valeria Ostuni、Nadia Di Blasio

  DOI：10.1021/jo0617969

  日期：2006.12.1

  New enantiopure aniline-containing amino alcohols are directly derived from trans-(R,R)-2-(2-nitrophenyl)-3-phenyloxirane, by alternative regioselective double reductions. Subsequent selective alkylation procedures and derivatizations provide a rapid and high-yielding access to different chiral ligands, bases, and benzoxazines, without loss of optical purity.