| 1228350-24-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• CAS: 1228350-24-0
• 化学式: C₃₅H₄₃NO₆
• 分子量: 573.73
• InChiKey: MXEDIKCYCLDNET-OAMJYCFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  42.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  101.93
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  在 4-二甲氨基吡啶 、 5% Pd(II)/C(eggshell) 、 palladium 10% on activated carbon 、 氢气 、 sodium carbonate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 四氯化碳 、 水 、 乙腈 为溶剂， -25.0~25.0 ℃ 、300.01 kPa 条件下， 反应 9.67h， 生成 FU-23
  参考文献：
  名称：

  First Scale-Up Synthesis of FU-23, a Novel Water-Soluble Pleuromutilin-Derived Antibiotic

  摘要：

  A first scale-up synthesis of FU-23 (1), a potent and effective water-soluble pleuromutilin-derived antibiotic, is described. The original synthesis from the medicinal chemistry group provided 1 in seven steps and 10.9% overall yield, required four chromatographies and employed expensive reagents such as AgOCN and 4-acetyl-salicoyl chloride. The optimized synthetic route for the preparation of phosphate salt 1 consists of seven linear steps with a 42.8% overall yield. Significant cost reduction and more robust reaction conditions have been developed with no chromatography required at any stage.

  DOI：

  10.1021/op100063h
• 作为产物：
  描述：

  在 盐酸 、 zinc(II) chloride 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 5.0h， 以93.4%的产率得到
  参考文献：
  名称：

  First Scale-Up Synthesis of FU-23, a Novel Water-Soluble Pleuromutilin-Derived Antibiotic

  摘要：

  A first scale-up synthesis of FU-23 (1), a potent and effective water-soluble pleuromutilin-derived antibiotic, is described. The original synthesis from the medicinal chemistry group provided 1 in seven steps and 10.9% overall yield, required four chromatographies and employed expensive reagents such as AgOCN and 4-acetyl-salicoyl chloride. The optimized synthetic route for the preparation of phosphate salt 1 consists of seven linear steps with a 42.8% overall yield. Significant cost reduction and more robust reaction conditions have been developed with no chromatography required at any stage.

  DOI：

  10.1021/op100063h