tert-butyl (3S)-3-[(2-chlorophenyl)methyl]-3-[(R)-[(2-methylpropan-2-yl)oxycarbonylamino]-phenylmethyl]-2-oxoindole-1-carboxylate | 1043872-82-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: tert-butyl (3S)-3-[(2-chlorophenyl)methyl]-3-[(R)-[(2-methylpropan-2-yl)oxycarbonylamino]-phenylmethyl]-2-oxoindole-1-carboxylate
• CAS: 1043872-82-7
• 化学式: C₃₂H₃₅ClN₂O₅
• 分子量: 563.093
• InChiKey: SLIGQYCQVOYPOH-DICHSLLOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  40
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  84.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  tert-butyl 3-[(2-chlorophenyl)methyl]-2-oxo-3H-indole-1-carboxylate 、 benzaldehyde N-boc imine 在 1-[(1R,2R)-2-(dimethylamino)-1,2-diphenylethyl]-3-[4-(trifluoromethyl)phenyl]thiourea 作用下， 以 间二甲苯 为溶剂， 以85%的产率得到tert-butyl (3S)-3-[(2-chlorophenyl)methyl]-3-[(R)-[(2-methylpropan-2-yl)oxycarbonylamino]-phenylmethyl]-2-oxoindole-1-carboxylate
  参考文献：
  名称：

  Organocatalytic Stereoselective Mannich Reaction of 3-Substituted Oxindoles

  摘要：

  The asymmetric Mannich reaction of 3-substituted oxindoles and N-Boc imines was investigated for the first time, employing bifunctional thiourea-tertiary amine organocatalysts based on DPEN scaffold. The novel transformations exhibited high diastereoselectivities, and the Mannich adducts bearing adjacent quaternary and tertiary chiral centers were generally obtained in good to excellent enantioselectivities (up to 95% ee).

  DOI：

  10.1021/ol801351j