(1S)-2-(2-N-methylaminophenyl)-1-phenylethanol tert-butyl ether | 919989-17-6

• 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-N-methylaminophenyl)-1-phenylethanol tert-butyl ether
• 英文别名: 2-[(2S)-2-tert-Butoxy-2-phenylethyl]-N-methylaniline；N-methyl-2-[(2S)-2-[(2-methylpropan-2-yl)oxy]-2-phenylethyl]aniline
• CAS: 919989-17-6
• 化学式: C₁₉H₂₅NO
• 分子量: 283.414
• InChiKey: UTRSSBYLGKLHFA-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 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 lithium aluminium tetrahydride 、 magnesium(II) perchlorate 、 zinc(II) perchlorate 、 氢气 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 58.0h， 生成 (1S)-2-(2-N-methylaminophenyl)-1-phenylethanol tert-butyl ether
  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.