1-(2-N-Boc-aminophenyl)-2-phenylethanol | 863029-77-0

• 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: 1-(2-N-Boc-aminophenyl)-2-phenylethanol
• 英文别名: tert-butyl N-[2-(1-hydroxy-2-phenylethyl)phenyl]carbamate
• CAS: 863029-77-0
• 化学式: C₁₉H₂₃NO₃
• 分子量: 313.397
• InChiKey: WCDVCLXMNLADCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  58.56
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(2-N-Boc-aminophenyl)-2-phenylethanol 在 盐酸 、 sodium acetate 、 pyridinium chlorochromate 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 1-(2-氨基苯基)-2-苯基乙酮
  参考文献：
  名称：

  The synthesis and structure–activity relationships of 3-amino-4-benzylquinolin-2-ones

  摘要：

  3-Amino-4-benzylquinolin-2-ones have been identified as a novel class of KCNQ2 channel openers. Synthesis and SAR is described along with their electrophysiological evaluation as activators of the cloned mKCNQ2 channel expressed in Xenopus laevis oocytes. The preliminary SAR data suggest the importance of both the trifluoromethylsulfonamido group and electron-withdrawing substituents on the quinolone nucleus for expression of KCNQ2 channel opening properties. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.073
• 作为产物：
  描述：

  N-Boc-苯胺 在 叔丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 1-(2-N-Boc-aminophenyl)-2-phenylethanol
  参考文献：
  名称：

  The synthesis and structure–activity relationships of 3-amino-4-benzylquinolin-2-ones

  摘要：

  3-Amino-4-benzylquinolin-2-ones have been identified as a novel class of KCNQ2 channel openers. Synthesis and SAR is described along with their electrophysiological evaluation as activators of the cloned mKCNQ2 channel expressed in Xenopus laevis oocytes. The preliminary SAR data suggest the importance of both the trifluoromethylsulfonamido group and electron-withdrawing substituents on the quinolone nucleus for expression of KCNQ2 channel opening properties. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.073

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.
• The synthesis and structure–activity relationships of 3-amino-4-benzylquinolin-2-ones
  作者：Piyasena Hewawasam、Nathan Chen、Min Ding、Joanne T. Natale、Christopher G. Boissard、Sarita Yeola、Valentin K. Gribkoff、John Starrett、Steven I. Dworetzky

  DOI：10.1016/j.bmcl.2004.01.073

  日期：2004.4

  3-Amino-4-benzylquinolin-2-ones have been identified as a novel class of KCNQ2 channel openers. Synthesis and SAR is described along with their electrophysiological evaluation as activators of the cloned mKCNQ2 channel expressed in Xenopus laevis oocytes. The preliminary SAR data suggest the importance of both the trifluoromethylsulfonamido group and electron-withdrawing substituents on the quinolone nucleus for expression of KCNQ2 channel opening properties. (C) 2004 Elsevier Ltd. All rights reserved.