(RS)-1-(4-methoxy-2,2,5,5-tetramethyl-1,3-thiazolidin-3-yl)pent-4-yn-1-one | 1414849-80-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (RS)-1-(4-methoxy-2,2,5,5-tetramethyl-1,3-thiazolidin-3-yl)pent-4-yn-1-one
• CAS: 1414849-80-1
• 化学式: C₁₃H₂₁NO₂S
• 分子量: 255.381
• InChiKey: FXXPPBDJFLVPQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (RS)-1-(4-methoxy-2,2,5,5-tetramethyl-1,3-thiazolidin-3-yl)pent-4-yn-1-one 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 49.0h， 以94%的产率得到(RS)-8-chloro-1,1,3,3-tetramethyl-1H,3H,5H,6H,7H,9aH-[1,3]thiazolo[3,4-a]azepin-5-one
  参考文献：
  名称：

  An Imine-Based Route to Polycyclic Chlorinated ε-Lactams by Formation of C–C Bonds as Key Steps

  摘要：

  A two-step sequence for the conversion of heterocyclic imines to saturated and unsaturated polycyclic chlorinated epsilon-lactams is disclosed. In the first step, an acyl chloride addition followed by a substitution is used to achieve unsaturated methoxyamides. The final lactamization to two different classes of polycyclic epsilon-lactams via formation of a C-C bond is realized by the use of metal chlorides as Lewis acid and as a source of chloride. The potential of the epsilon-lactams in subsequent reactions is demonstrated by an elimination reaction.

  DOI：

  10.1055/s-0032-1316751
• 作为产物：
  描述：

  2,2,5,5-tetramethyl-2,5-dihydro-thiazole 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 (RS)-1-(4-methoxy-2,2,5,5-tetramethyl-1,3-thiazolidin-3-yl)pent-4-yn-1-one
  参考文献：
  名称：

  An Imine-Based Route to Polycyclic Chlorinated ε-Lactams by Formation of C–C Bonds as Key Steps

  摘要：

  A two-step sequence for the conversion of heterocyclic imines to saturated and unsaturated polycyclic chlorinated epsilon-lactams is disclosed. In the first step, an acyl chloride addition followed by a substitution is used to achieve unsaturated methoxyamides. The final lactamization to two different classes of polycyclic epsilon-lactams via formation of a C-C bond is realized by the use of metal chlorides as Lewis acid and as a source of chloride. The potential of the epsilon-lactams in subsequent reactions is demonstrated by an elimination reaction.

  DOI：

  10.1055/s-0032-1316751