trans-N-formyl-α'-(2,4,6-trimethylphenyl)-L-proline | 891778-45-3

• 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: trans-N-formyl-α'-(2,4,6-trimethylphenyl)-L-proline
• CAS: 891778-45-3
• 化学式: C₁₅H₁₉NO₃
• 分子量: 261.321
• InChiKey: FBANEMICDLIQLG-STQMWFEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.36
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  57.61
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  trans-N-formyl-α'-(2,4,6-trimethylphenyl)-L-proline 在 三乙基硅烷 、 甲烷磺酸 、 sodium methylate 作用下， 反应 8.0h， 生成 (S)-N-formyl-α-(2,4,6-trimethylphenyl)pyrrolidine
  参考文献：
  名称：

  New Efficient Organic Activators for Highly Enantioselective Reduction of Aromatic Ketones by Trichlorosilane

  摘要：

  Aryl ketones were reduced to the corresponding alcohols with excellent enantioselectivity (up to 99.7% ee) by Cl3SiH in the presence of a catalytic amount of N-formyl-alpha '-(2,4,6-triethylphenyl)-L-proline as an activator. Both carboxyl group at the alpha-position of the activator and 2,4,6-triethylphenyl group at the alpha '-position were critical for the high enantioselectivity.

  DOI：

  10.1021/ol0613822
• 作为产物：
  描述：

  methyl trans-N-formyl-α'-(2,4,6-trimethylphenyl)-L-prolinate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以96%的产率得到trans-N-formyl-α'-(2,4,6-trimethylphenyl)-L-proline
  参考文献：
  名称：

  New Efficient Organic Activators for Highly Enantioselective Reduction of Aromatic Ketones by Trichlorosilane

  摘要：

  Aryl ketones were reduced to the corresponding alcohols with excellent enantioselectivity (up to 99.7% ee) by Cl3SiH in the presence of a catalytic amount of N-formyl-alpha '-(2,4,6-triethylphenyl)-L-proline as an activator. Both carboxyl group at the alpha-position of the activator and 2,4,6-triethylphenyl group at the alpha '-position were critical for the high enantioselectivity.

  DOI：

  10.1021/ol0613822