methyl (N-(((4-(1,1-dioxido-3a,4,7,7a-tetrahydro-4,7-methanobenzo[d]isothiazol-2(3H)-yl)benzyl)oxy)carbonyl)sulfamoyl)-L-alaninate | 497249-55-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl (N-(((4-(1,1-dioxido-3a,4,7,7a-tetrahydro-4,7-methanobenzo[d]isothiazol-2(3H)-yl)benzyl)oxy)carbonyl)sulfamoyl)-L-alaninate
• CAS: 497249-55-5
• 化学式: C₂₀H₂₅N₃O₈S₂
• 分子量: 499.566
• InChiKey: KPFQZXPDEBLJDT-FUZAWCRISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.65
• 重原子数：
  33.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  148.18
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  肉桂醇 、 methyl (N-(((4-(1,1-dioxido-3a,4,7,7a-tetrahydro-4,7-methanobenzo[d]isothiazol-2(3H)-yl)benzyl)oxy)carbonyl)sulfamoyl)-L-alaninate 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Ring-Opening Metathesis Phase-Trafficking (ROMpt) Synthesis:  Multistep Synthesis on Soluble ROM Supports

  摘要：

  The use of ring-opening metathesis (ROM) oligomers as soluble supports for a multistep reaction sequence is described. A Mitsunobu reaction followed by an in situ ROMP-mediated phase-trafficking purification is utilized to generate soluble ROM oligomers that are isolated via precipitation with methanol. Once formed, the ROM oligomers serve as soluble supports for further solution-phase reactions, including a ring-closing metathesis. After each step, the support-bound products are isolated by precipitation with a suitable solvent.

  DOI：

  10.1021/ol0270327
• 作为产物：
  描述：

  4-(3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-benzoic acid methyl ester 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.5h， 生成 methyl (N-(((4-(1,1-dioxido-3a,4,7,7a-tetrahydro-4,7-methanobenzo[d]isothiazol-2(3H)-yl)benzyl)oxy)carbonyl)sulfamoyl)-L-alaninate
  参考文献：
  名称：

  Ring-Opening Metathesis Phase-Trafficking (ROMpt) Synthesis:  Multistep Synthesis on Soluble ROM Supports

  摘要：

  The use of ring-opening metathesis (ROM) oligomers as soluble supports for a multistep reaction sequence is described. A Mitsunobu reaction followed by an in situ ROMP-mediated phase-trafficking purification is utilized to generate soluble ROM oligomers that are isolated via precipitation with methanol. Once formed, the ROM oligomers serve as soluble supports for further solution-phase reactions, including a ring-closing metathesis. After each step, the support-bound products are isolated by precipitation with a suitable solvent.

  DOI：

  10.1021/ol0270327