1-benzyl-1'-((R)-2-((tert-butyldimethylsilyl)oxy)-1-phenylethyl)-2'-thioxodispiro[indoline-3,4'-imidazolidine-5',3''-indoline]-2,2''-dione | 1354636-84-2

• 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: 1-benzyl-1'-((R)-2-((tert-butyldimethylsilyl)oxy)-1-phenylethyl)-2'-thioxodispiro[indoline-3,4'-imidazolidine-5',3''-indoline]-2,2''-dione
• CAS: 1354636-84-2
• 化学式: C₃₈H₄₀N₄O₃SSi
• 分子量: 660.912
• InChiKey: HKMKJKMAOZJVDY-GHQFWHQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.23
• 重原子数：
  47.0
• 可旋转键数：
  7.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  73.91
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  N-benzyl-3-isothiocyanatooxindole 、 3-[(R)-2-(tert-butyldimethylsilyloxy)-1-phenylethylimino]-1,3-dihydroindol-2-one 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以92%的产率得到1-benzyl-1'-((R)-2-((tert-butyldimethylsilyl)oxy)-1-phenylethyl)-2'-thioxodispiro[indoline-3,4'-imidazolidine-5',3''-indoline]-2,2''-dione
  参考文献：
  名称：

  Highly Efficient and Stereoselective Construction of Dispiro-[oxazolidine-2-thione]bisoxindoles and Dispiro[imidazolidine-2-thione]bisoxindoles

  摘要：

  An efficient and stereoselective reaction between 3-isothiocyanato oxindoles and isatins/isatinimines has been developed to afford structurally diverse dispiro[oxazolidine-2-thione]bisoxindoles and dispiro[imidazolidine-2-thione]bisoxindoles in excellent results under mild conditions. The potential of asymmetric induction by means of a chiral auxiliary was explored. The isomers are separable, and products could be isolated as single diastereomers by column chromatography. Further synthetic transformations of the reaction product were also successfully realized.

  DOI：

  10.1021/ol203081x