tert-butyl (R)-(cyano(4-methoxyphenyl)methyl)carbamate | 1245650-41-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: tert-butyl (R)-(cyano(4-methoxyphenyl)methyl)carbamate
• 英文别名: tert-butyl N-[(R)-cyano-(4-methoxyphenyl)methyl]carbamate
• CAS: 1245650-41-2
• 化学式: C₁₄H₁₈N₂O₃
• 分子量: 262.309
• InChiKey: NIWYPPKPSFAJAZ-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  71.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 0.5h， 生成 tert-butyl (R)-(cyano(4-methoxyphenyl)methyl)carbamate
  参考文献：
  名称：

  Axially chiral dicarboxylic acid-catalyzed asymmetric imino aza-enamine reaction/oxidation as a Strecker reaction surrogate

  摘要：

  Axially chiral dicarboxylic acid-catalyzed highly enantioselective imino aza-enamine reaction was elaborated into a surrogate of the asymmetric Strecker reaction building on the fact that the N,N-dialkylhydrazone moiety can be easily converted to the cyanide moiety by treatment with peracid. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.04.067

文献信息

• Asymmetric Strecker Reactions Catalyzed by Thiourea Phosphonium and Ammonium Salts
  作者：Hongyu Wang、Kaiye Wang、Yanfei Ren、Na Li、Bo Tang、Gang Zhao

  DOI：10.1002/adsc.201700029

  日期：2017.6.6

  The application of asymmetric phase‐transfer catalysis to the Strecker reaction of ketimines was realized utilizing bifunctional thiourea‐phosphonium salts. The asymmetric Strecker reaction of aldimines was also realized utilizing quaternary ammonium salts derived from amino acids.

  利用双功能硫脲-phosph盐实现了不对称相转移催化在酮亚胺的Strecker反应中的应用。还利用衍生自氨基酸的季铵盐实现了亚胺的不对称Strecker反应。
• Multiple Hydrogen‐Bonding Catalysts Enhance the Asymmetric Cyanation of Ketimines and Aldimines
  作者：Yunhui Zhao、Yueyang Luo、Jun Liu、Changwu Zheng、Gang Zhao

  DOI：10.1002/chem.202302061

  日期：2023.10.9

  A highly enantioselective cyanation of imines (up to >99 % ee) has been developed using well-designed C2-symmetric hydrogen bonding catalysts. This catalytic system is distinguished by its low catalyst loading (S/C up to 1000), high efficiency, extremely broad substrate scope, scalability and mild reaction conditions.

  使用精心设计的 C 2对称氢键催化剂开发了亚胺的高度对映选择性氰化（高达 >99 % ee）。该催化体系的特点是催化剂负载量低（S/C高达1000）、效率高、底物范围极广、可扩展性和反应条件温和。