Ethyl 2-chloro-2-(dodecanoylamino)acetate | 503838-77-5

• 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: Ethyl 2-chloro-2-(dodecanoylamino)acetate
• CAS: 503838-77-5
• 化学式: C₁₆H₃₀ClNO₃
• 分子量: 319.872
• InChiKey: IIKRWIGQVXHOHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  21
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ethyl 2-chloro-2-(dodecanoylamino)acetate 在 copper(II) bis(trifluoromethanesulfonate) (S,S)-1,2-Ph₂-N,N'-bis(1-naphthylmethyl)-1,2-diaminoethane 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 (2R)-2-dodecanoylamino-4-oxo-4-phenylbutyric acid ethyl ester hydrochloride
  参考文献：
  名称：

  Catalytic, Asymmetric Mannich-Type Reactions of N-Acylimino Esters for Direct Formation of N-Acylated Amino Acid Derivatives. Efficient Synthesis of a Novel Inhibitor of Ceramide Trafficking, HPA-12

  摘要：

  GRAPHICSCatalytic, enantioselective Mannich-type reactions of N-acylimino esters for direct formation of N-acylated amino acid derivatives are described. A chiral copper catalyst prepared from Cu(OTf)(2) and a chiral diamine ligand is used. A novel inhibitor of ceramide trafficking, HPA-12, is efficiently synthesized using this reaction.

  DOI：

  10.1021/ol017062u
• 作为产物：
  描述：

  ethyl 2-(dodecanoylamino)-2-hydroxyacetate 在 氯化亚砜 作用下， 生成 Ethyl 2-chloro-2-(dodecanoylamino)acetate
  参考文献：
  名称：

  Catalytic, Asymmetric Mannich-Type Reactions of N-Acylimino Esters for Direct Formation of N-Acylated Amino Acid Derivatives. Efficient Synthesis of a Novel Inhibitor of Ceramide Trafficking, HPA-12

  摘要：

  GRAPHICSCatalytic, enantioselective Mannich-type reactions of N-acylimino esters for direct formation of N-acylated amino acid derivatives are described. A chiral copper catalyst prepared from Cu(OTf)(2) and a chiral diamine ligand is used. A novel inhibitor of ceramide trafficking, HPA-12, is efficiently synthesized using this reaction.

  DOI：

  10.1021/ol017062u