(R)-N-(1-phenylethyl)pentamide | 1375463-88-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (R)-N-(1-phenylethyl)pentamide
• 英文别名: N-[(1R)-1-phenylethyl]pentanamide
• CAS: 1375463-88-9
• 化学式: C₁₃H₁₉NO
• 分子量: 205.3
• InChiKey: RMNBGOWUKOJJKE-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-氯苯基戊酸酯 、 α-苯乙胺 在 氢气 作用下， 以 甲苯 为溶剂， 55.0 ℃ 、30.0 kPa 条件下， 反应 15.0h， 生成 (R)-N-(1-phenylethyl)pentamide
  参考文献：
  名称：

  Efficient dynamic kinetic resolution of arylamines with Pd/layered double-hydroxide-dodecyl sulfate anion for racemization

  摘要：

  A novel and efficient racemization catalyst, Pd/layered double-hydroxide-dodecyl sulfate anion, was prepared and used in the dynamic kinetic resolution (DKR) of arylamines. The undesired enantiomer was completely racemized at 55 degrees C, allowing the catalyst to be compatible with biocatalysts. DKR proceeded smoothly and showed a broad substrate scope, with good conversion and high product enantiomeric excesses (ee(p)). The system could be reused more than 30 times without loss of conversion and ee(p) value. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.11.041

文献信息

• Self-disproportionation of enantiomers of non-racemic chiral amine derivatives through achiral chromatography
  作者：Tsuyoshi Nakamura、Kaori Tateishi、Shiori Tsukagoshi、Saori Hashimoto、Shotaro Watanabe、Vadim A. Soloshonok、José Luis Aceña、Osamu Kitagawa

  DOI：10.1016/j.tet.2012.03.054

  日期：2012.5

  Efficient self-disproportionation of enantiomers of several non-racemic chiral amines was achieved through conversion to N-acetamides and subsequent MPLC using an achiral column. The MPLC of these non-racemic N-acetamide derivatives gave the chart having a clear boundary between two fractions. Thus, in the less polar fraction, remarkable enantiomer enrichment was observed (>99%ee), while the ee of

  几种非外消旋手性胺的对映体的高效自歧化是通过转化为N-乙酰胺和随后使用非手性色谱柱进行的MPLC实现的。这些非外消旋N-乙酰胺衍生物的MPLC给出的图表在两个馏分之间具有清晰的边界。因此，在极性较小的馏分中，观察到显着的对映体富集（> 99％ee），而极性较大的馏分的ee显着降低。对映异构体富集和耗尽的幅度强烈取决于氨基上的取代基。
• Efficient dynamic kinetic resolution of arylamines with Pd/layered double-hydroxide-dodecyl sulfate anion for racemization
  作者：Gang Xu、Xiaoting Dai、Simin Fu、Jianping Wu、Lirong Yang

  DOI：10.1016/j.tetlet.2013.11.041

  日期：2014.1

  A novel and efficient racemization catalyst, Pd/layered double-hydroxide-dodecyl sulfate anion, was prepared and used in the dynamic kinetic resolution (DKR) of arylamines. The undesired enantiomer was completely racemized at 55 degrees C, allowing the catalyst to be compatible with biocatalysts. DKR proceeded smoothly and showed a broad substrate scope, with good conversion and high product enantiomeric excesses (ee(p)). The system could be reused more than 30 times without loss of conversion and ee(p) value. (C) 2013 Elsevier Ltd. All rights reserved.