(3R)-3-benzamido-5-methoxy-5-oxopentanoic acid | 162921-81-5

• 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: (3R)-3-benzamido-5-methoxy-5-oxopentanoic acid
• CAS: 162921-81-5
• 化学式: C₁₃H₁₅NO₅
• 分子量: 265.266
• InChiKey: LIDJKJUMGAHEJL-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  92.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3R)-3-benzamido-5-methoxy-5-oxopentanoic acid 在 1-氧化-2-巯基吡啶 、 N,N'-二环己基碳二亚胺 、 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 11.0h， 生成 (R)-methyl 3-(benzoylamino)butanoate
  参考文献：
  名称：

  Enantioselective Conjugate Addition of Silylketene Acetals to β-Enamidomalonates. Synthesis of β-Amino Acid Derivatives

  摘要：

  Conjugate addition of silylketene acetals or enolsilanes to enamidomalonates proceeds with excellent chemical efficiency and good selectivity using Cu(OTf)(2) and a chiral bisoxazoline. The effect of the Lewis acid, ligand, the N-acyl substituent, and the nucleophile on yield and selectivity for the addition product have been evaluated.

  DOI：

  10.1021/ol026333d
• 作为产物：
  描述：

  (S)-3-Benzoylamino-4-tert-butylsulfanylcarbonyl-butyric acid methyl ester 在 溴 作用下， 以 四氢呋喃 、 水 为溶剂， 以92%的产率得到(3R)-3-benzamido-5-methoxy-5-oxopentanoic acid
  参考文献：
  名称：

  Enantioselective Conjugate Addition of Silylketene Acetals to β-Enamidomalonates. Synthesis of β-Amino Acid Derivatives

  摘要：

  Conjugate addition of silylketene acetals or enolsilanes to enamidomalonates proceeds with excellent chemical efficiency and good selectivity using Cu(OTf)(2) and a chiral bisoxazoline. The effect of the Lewis acid, ligand, the N-acyl substituent, and the nucleophile on yield and selectivity for the addition product have been evaluated.

  DOI：

  10.1021/ol026333d

文献信息

• Enantioselective Conjugate Addition of Silylketene Acetals to β-Enamidomalonates. Synthesis of β-Amino Acid Derivatives
  作者：Mukund P. Sibi、Jianxie Chen

  DOI：10.1021/ol026333d

  日期：2002.8.1

  Conjugate addition of silylketene acetals or enolsilanes to enamidomalonates proceeds with excellent chemical efficiency and good selectivity using Cu(OTf)(2) and a chiral bisoxazoline. The effect of the Lewis acid, ligand, the N-acyl substituent, and the nucleophile on yield and selectivity for the addition product have been evaluated.