(2R,4R)-4-benzyloxycarbonylamino-2-dodecanoylamino-4-phenyl-butyric acid ethyl ester | 697301-84-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2R,4R)-4-benzyloxycarbonylamino-2-dodecanoylamino-4-phenyl-butyric acid ethyl ester
• 英文别名: ethyl (2R,4R)-2-(dodecanoylamino)-4-phenyl-4-(phenylmethoxycarbonylamino)butanoate
• CAS: 697301-84-1
• 化学式: C₃₂H₄₆N₂O₅
• 分子量: 538.728
• InChiKey: RRWZSYGROXHYIT-FQLXRVMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  39
• 可旋转键数：
  21
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  93.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2R,4R)-4-benzyloxycarbonylamino-2-dodecanoylamino-4-phenyl-butyric acid ethyl ester 在 palladium on activated charcoal 氢气 、 溶剂黄146 作用下， 以 乙酸乙酯 为溶剂， 以71%的产率得到(3R,5R)-dodecanoic acid (2-oxo-5-phenyl-pyrrolidin-3-yl)-amide
  参考文献：
  名称：

  铜（II）催化的亚酰胺向亚胺的高度对映选择性加成：在不对称催化中将酰胺用作亲核体。

  摘要：

  DOI：

  10.1002/anie.200353237
• 作为产物：
  描述：

  在 lithium iodide 、 lithium tri-t-butoxyaluminum hydride 、 盐酸 作用下， 以 乙醚 、 水 为溶剂， 反应 37.5h， 生成 (2R,4R)-4-benzyloxycarbonylamino-2-dodecanoylamino-4-phenyl-butyric acid ethyl ester 、 (2R,4S)-4-benzyloxycarbonylamino-2-dodecanoylamino-4-phenyl-butyric acid ethyl ester
  参考文献：
  名称：

  METHOD OF ENANTIOSELECTIVE NUCLEOPHILIC ADDITION REACTION OF AN ENAMIDE TO AN IMINE AND METHOD OF SYNTHESIZING ALPHA-AMINO-GAMMA-KETO ACID ESTER

  摘要：

  公开号：

  EP1707559B1

文献信息

• Method of enantioselective nucleophilic addition reaction of enamide to imine and synthesis method of a-amino-y-keto acid ester
  申请人：Kobayashi Shu

  公开号：US20070161804A1

  公开（公告）日：2007-07-12

  An asymmetric synthesis of amino acid compound that is useful as a starting material or synthetic intermediate for production of medicinal products, agrichemicals, perfumes, functional polymers, etc. There is provided a method of enanthio-selective nucleophilic addition reaction to imine compound being a method of nucleophilic addition reaction of enamide compound accompanied by amino formation to imino group (—CH═N—) of imine compound, characterized in that the reaction is performed in the presence of a chiral copper catalyst. Further, there is provided a novel method of synthesizing an amino acid compound, etc., to which the above is applied.
• US7754898B2
  申请人：——

  公开号：US7754898B2

  公开（公告）日：2010-07-13
• Copper(II)-Catalyzed Highly Enantioselective Addition of Enamides to Imines: The Use of Enamides as Nucleophiles in Asymmetric Catalysis
  作者：Ryosuke Matsubara、Yoshitaka Nakamura、Shū Kobayashi

  DOI：10.1002/anie.200353237

  日期：2004.3.19
• METHOD OF ENANTIOSELECTIVE NUCLEOPHILIC ADDITION REACTION OF AN ENAMIDE TO AN IMINE AND METHOD OF SYNTHESIZING ALPHA-AMINO-GAMMA-KETO ACID ESTER
  申请人：Japan Science and Technology Agency

  公开号：EP1707559B1

  公开（公告）日：2012-06-13