N-Benzyl-N-((S)-1-phenyl-ethyl)-acetamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-Benzyl-N-((S)-1-phenyl-ethyl)-acetamide
• 英文别名: N-benzyl-N-[(1S)-1-phenylethyl]acetamide
• 化学式: C₁₇H₁₉NO
• 分子量: 253.344
• InChiKey: JICONUPMBPLVTC-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-benzyl-N-(1-phenylvinyl)acetamide 在 (1+)*BF4(1-) 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 反应 24.0h， 生成 N-Benzyl-N-((R)-1-phenyl-ethyl)-acetamide 、 N-Benzyl-N-((S)-1-phenyl-ethyl)-acetamide
  参考文献：
  名称：

  A novel optically active bisphosphine ligand CDP, derived from an anti head-to-head coumarin dimer: synthesis and application to the rhodium-catalyzed asymmetric hydrogenation of arylenamides

  摘要：

  A novel optically active bisphosphine ligand CDP containing a C-2-symmetric cyclobutane ring was prepared from an enantiopure anti head-to-head coumarin dimer. CDP was successfully applied to the rhodium-catalyzed asymmetric hydrogenation of arylenamides, affording the corresponding amides up to 93% e.e. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00185-2

文献信息

• Fast Racemisation of Chiral Amines and Alcohols by Using Cationic Half-Sandwich Ruthena- and Iridacycle Catalysts
  作者：Thomas Jerphagnon、Arnaud J. A. Gayet、Florian Berthiol、Vincent Ritleng、Nataša Mršić、Auke Meetsma、Michel Pfeffer、Adriaan J. Minnaard、Ben L. Feringa、Johannes G. de Vries

  DOI：10.1002/chem.200902103

  日期：2009.11.23

  are highly active and efficient in the racemisation of chiral alcohols and amines. Upon activation with base, these complexes are able to selectively racemise alcohols, whereas the non‐activated complexes are selective catalysts for the racemisation of amines. We have applied the iridacycles in the DKR of racemic β‐chloroalcohols to produce chiral epoxides in a biphasic system in good yields and high

  脂肪酶催化的醇和胺类拆分仅产生所需对映体纯产品的50％。但是，添加消旋化催化剂会导致100％的动态动力学拆分（DKR）收率。需要快速且与酶促反应条件相容的新型外消旋化催化剂。我们表明，阳离子半三明治钌和iridacycle络合物在手性醇和胺的外消旋中具有很高的活性和效率。在用碱活化后，这些络合物能够选择性消旋醇，而未活化的络合物则是胺消旋的选择性催化剂。我们已将消旋环应用于外消旋β-氯醇的DKR中，以在双相系统中以高收率和高ee产生手性环氧化物（ee =对映体过量）。
• SEPIAPTERIN REDUCTASE INHIBITORS
  申请人：QUARTET MEDICINE, INC.

  公开号：US20170096435A1

  公开（公告）日：2017-04-06

  Inhibitors of sepiapterin reductase and uses of sepiapterin reductase inhibitors in analgesia, treatment of acute and chronic pain, anti-inflammation, and immune cell regulation are disclosed.
• A novel optically active bisphosphine ligand CDP, derived from an anti head-to-head coumarin dimer: synthesis and application to the rhodium-catalyzed asymmetric hydrogenation of arylenamides
  作者：Minoru Hayashi、Yukihiko Hashimoto、Hiroshi Takezaki、Yuichiro Watanabe、Kazuhiko Saigo

  DOI：10.1016/s0957-4166(98)00185-2

  日期：1998.6

  A novel optically active bisphosphine ligand CDP containing a C-2-symmetric cyclobutane ring was prepared from an enantiopure anti head-to-head coumarin dimer. CDP was successfully applied to the rhodium-catalyzed asymmetric hydrogenation of arylenamides, affording the corresponding amides up to 93% e.e. (C) 1998 Elsevier Science Ltd. All rights reserved.