22-desoxy-X-206-benzyl ester | 247137-60-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 22-desoxy-X-206-benzyl ester
• 英文别名: benzyl (2R)-2-[(2S,3S,6R)-6-[(2R,3S)-3-[(2R,5S,6R)-6-[[(2R,3S,5R,6S)-6-[[(2S,5S)-5-[(2R,3R,5S)-5-[(2R,5R,6S)-6-ethyl-5-hydroxy-5-methyloxan-2-yl]-2-hydroxy-3,5-dimethyloxolan-2-yl]-5-methyloxolan-2-yl]methyl]-6-hydroxy-3,5-dimethyloxan-2-yl]methyl]-6-hydroxy-5-methyloxan-2-yl]-2-hydroxybutyl]-3-methyloxan-2-yl]propanoate
• CAS: 247137-60-6
• 化学式: C₅₄H₈₈O₁₃
• 分子量: 945.285
• InChiKey: WAXQEUVJMJXHCT-JVCIVZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  67
• 可旋转键数：
  16
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  183
• 氢给体数：
  5
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  22-desoxy-X-206-benzyl ester 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 反应 16.0h， 以85%的产率得到22-desoxy-X-206
  参考文献：
  名称：

  Use of the Potassium Ion as a Template for the Selective Derivatization of the Antibiotic X-206

  摘要：

  The templating effect of potassium ions on the ionophore antibiotic X-206 (1) ensured that most of the hydroxy, hemiacetal, and ether groups were involved in encapsulation of the metal atom, which allowed a selective derivatization at the unbound C(22) position. The mechanism of acylation at, C(22) was investigated and the aquired knowledge used to achieve selective reactions on the benzyl ester 8 using a similar metal template protection.

  DOI：

  10.1021/jo9903151
• 作为产物：
  描述：

  X-206-benzyl ester-22-phenylthionocarbonate 在 三(三甲基硅基)硅烷 、 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile 作用下， 以 甲苯 为溶剂， 反应 1.5h， 以75%的产率得到22-desoxy-X-206-benzyl ester
  参考文献：
  名称：

  Use of the Potassium Ion as a Template for the Selective Derivatization of the Antibiotic X-206

  摘要：

  The templating effect of potassium ions on the ionophore antibiotic X-206 (1) ensured that most of the hydroxy, hemiacetal, and ether groups were involved in encapsulation of the metal atom, which allowed a selective derivatization at the unbound C(22) position. The mechanism of acylation at, C(22) was investigated and the aquired knowledge used to achieve selective reactions on the benzyl ester 8 using a similar metal template protection.

  DOI：

  10.1021/jo9903151