5-methyl-5-(3-oxo-1-phenylbutyl)-3-phenyl-2-thioxothiazolidin-4-one | 1372687-84-7

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 5-methyl-5-(3-oxo-1-phenylbutyl)-3-phenyl-2-thioxothiazolidin-4-one
• 英文别名: (5S)-5-methyl-5-[(1S)-3-oxo-1-phenylbutyl]-3-phenyl-2-sulfanylidene-1,3-thiazolidin-4-one
• CAS: 1372687-84-7
• 化学式: C₂₀H₁₉NO₂S₂
• 分子量: 369.508
• InChiKey: ORDXFZMMNWEXTB-PXNSSMCTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  94.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-methyl-5-(3-oxo-1-phenylbutyl)-3-phenyl-2-thioxothiazolidin-4-one 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 以80%的产率得到(2S,3R,4Z)-4-(1-hydroxyethylidene)-2-methyl-N,3-diphenyl-5-sulfanylidenethiolane-2-carboxamide
  参考文献：
  名称：

  Asymmetric Michael Addition of Substituted Rhodanines to α,β-Unsaturated Ketones Catalyzed by Bulky Primary Amines

  摘要：

  A bulky group was introduced by design into a diamine catalyst, and a series of robust and tunable bulky chiral primary amine catalysts were developed and successfully applied in the direct conjugate addition of substituted rhodanines to alpha,beta-unsaturated ketones. High yields (up to 99%) and excellent diastereoselectivities (up to 99:1 dr) and enantioselectivities (up to 98% ee) were observed.

  DOI：

  10.1021/ol300489q
• 作为产物：
  描述：

  硫代异氰酸苯酯 在 (S)-Α-异丙基-1-哌啶乙胺 、 三乙胺 作用下， 以 1,4-二氧六环 、 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 48.0h， 生成 5-methyl-5-(3-oxo-1-phenylbutyl)-3-phenyl-2-thioxothiazolidin-4-one
  参考文献：
  名称：

  Asymmetric Michael Addition of Substituted Rhodanines to α,β-Unsaturated Ketones Catalyzed by Bulky Primary Amines

  摘要：

  A bulky group was introduced by design into a diamine catalyst, and a series of robust and tunable bulky chiral primary amine catalysts were developed and successfully applied in the direct conjugate addition of substituted rhodanines to alpha,beta-unsaturated ketones. High yields (up to 99%) and excellent diastereoselectivities (up to 99:1 dr) and enantioselectivities (up to 98% ee) were observed.

  DOI：

  10.1021/ol300489q