| 1219135-65-5

• 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
• CAS: 1219135-65-5
• 化学式: C₂₁H₃₁N₃O₃Si
• 分子量: 401.581
• InChiKey: OJXYKZODEGJJRO-QZTJIDSGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.06
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  74.43
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  二碳酸二叔丁酯 、 在 4-二甲氨基吡啶 作用下， 以 乙腈 为溶剂， 以32%的产率得到tert-butyl 3-[[(2R,5R)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-methyl-3,6-dioxopiperazin-2-yl]methyl]indole-1-carboxylate
  参考文献：
  名称：

  Total Synthesis of (+)-Chaetocin and its Analogues: Their Histone Methyltransferase G9a Inhibitory Activity

  摘要：

  The first total synthesis of (+)-chaetocin has been accomplished in nine steps starting from known N-Cbz-N-Me-serine using radical alpha-bromination reaction of diketopiperazine 10 and Co(I)-mediated reductive dimerization reaction of 12 as key reactions. The enantiomers show comparable inhibitory activity toward histone methyltransferase (HMT) G9a, but analogues without the sulfur functionality are inactive.

  DOI：

  10.1021/ja101280p
• 作为产物：
  描述：

  在 ammonium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 67.0h， 以94%的产率得到
  参考文献：
  名称：

  Total Synthesis of (+)-Chaetocin and its Analogues: Their Histone Methyltransferase G9a Inhibitory Activity

  摘要：

  The first total synthesis of (+)-chaetocin has been accomplished in nine steps starting from known N-Cbz-N-Me-serine using radical alpha-bromination reaction of diketopiperazine 10 and Co(I)-mediated reductive dimerization reaction of 12 as key reactions. The enantiomers show comparable inhibitory activity toward histone methyltransferase (HMT) G9a, but analogues without the sulfur functionality are inactive.

  DOI：

  10.1021/ja101280p