methyl (E,2R)-2-acetamido-2-benzoyl-5-phenylpent-4-enoate | 287478-83-5

• 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: methyl (E,2R)-2-acetamido-2-benzoyl-5-phenylpent-4-enoate
• CAS: 287478-83-5
• 化学式: C₂₁H₂₁NO₄
• 分子量: 351.402
• InChiKey: GVVCDEQACWCGSU-VZOQVYJPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  72.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (E,2R)-2-acetamido-2-benzoyl-5-phenylpent-4-enoate 在 L-Selectride 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Catalytic Asymmetric Allylation of Prochiral Nucleophiles, α-Acetamido-β-ketoesters

  摘要：

  DOI：

  10.1021/ja9900104
• 作为产物：
  描述：

  α-Benzoyl-glycinmethylester 在 bis(η3-allyl-μ-chloropalladium(II)) 苯磺酰胺 、 potassium chloride 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 99.0h， 生成 methyl (E,2R)-2-acetamido-2-benzoyl-5-phenylpent-4-enoate
  参考文献：
  名称：

  Pd-catalyzed enantioselective synthesis of quaternary α-amino acid derivatives using a phenylalanine-derived P-chirogenic diaminophosphine oxide

  摘要：

  A Pd-catalyzed enantio selective synthesis of quaternary alpha-amino acid derivatives using a phenylalanine-derived P-chirogenic diaminophosphine oxide is described. Asymmetric allylic substitution using acyclic beta-keto esters with a nitrogen functional group at the alpha-carbon as prochiral nucleophiles proceeded in the presence of 5 mol % of Pd catalyst, 10 mol % of chiral diaminophosphine oxide 1j, BSA, and appropriate additives, affording the corresponding quaternary alpha-amino acid derivatives in excellent yield and in up to 92% ee. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.07.020

文献信息

• Pd-catalyzed enantioselective synthesis of quaternary α-amino acid derivatives using a phenylalanine-derived P-chirogenic diaminophosphine oxide
  作者：Tetsuhiro Nemoto、Teisuke Harada、Takayoshi Matsumoto、Yasumasa Hamada

  DOI：10.1016/j.tetlet.2007.07.020

  日期：2007.9

  A Pd-catalyzed enantio selective synthesis of quaternary alpha-amino acid derivatives using a phenylalanine-derived P-chirogenic diaminophosphine oxide is described. Asymmetric allylic substitution using acyclic beta-keto esters with a nitrogen functional group at the alpha-carbon as prochiral nucleophiles proceeded in the presence of 5 mol % of Pd catalyst, 10 mol % of chiral diaminophosphine oxide 1j, BSA, and appropriate additives, affording the corresponding quaternary alpha-amino acid derivatives in excellent yield and in up to 92% ee. (c) 2007 Elsevier Ltd. All rights reserved.
• Catalytic Asymmetric Allylation of Prochiral Nucleophiles, α-Acetamido-β-ketoesters
  作者：Ryoichi Kuwano、Yoshihiko Ito

  DOI：10.1021/ja9900104

  日期：1999.4.1