(RS)-1-{3-methoxy-3,4-dihydrospiro[1,4-benzothiazine-2,1'-cyclohexane]-4-yl}pent-4-en-1-one | 1414849-79-8

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: (RS)-1-{3-methoxy-3,4-dihydrospiro[1,4-benzothiazine-2,1'-cyclohexane]-4-yl}pent-4-en-1-one
• CAS: 1414849-79-8
• 化学式: C₁₉H₂₅NO₂S
• 分子量: 331.479
• InChiKey: YJRWYIILFFGBAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.77
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 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-{3-methoxy-3,4-dihydrospiro[1,4-benzothiazine-2,1'-cyclohexane]-4-yl}pent-4-en-1-one 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以18%的产率得到12′-chloro-8′-thia-1'-azaspiro[cyclohexane-1,9′-tricyclo[8.5.0.0^2,7]pentadecane]-2′,4′,6′-trien-15′-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：

  4-戊烯酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 (RS)-1-{3-methoxy-3,4-dihydrospiro[1,4-benzothiazine-2,1'-cyclohexane]-4-yl}pent-4-en-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