3'-O-demethyl-24-hydroxy spinosyn α1c | 462108-20-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3'-O-demethyl-24-hydroxy spinosyn α1c
• CAS: 462108-20-9
• 化学式: C₄₂H₆₅NO₁₁
• 分子量: 759.978
• InChiKey: ZSAYMAKAUMJGLG-QEGODTSISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  54.0
• 可旋转键数：
  9.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  142.45
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  3'-O-demethyl-24-hydroxy spinosyn α1c 在 碘 、 sodium acetate 、 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 以93%的产率得到24-hydroxy-N,3'-demethyl spinosyn α1c
  参考文献：
  名称：

  Modification of the butenyl-spinosyns utilizing cross-metathesis

  摘要：

  The discovery of a strain of Saccharopolyspora sp. that produced a number of spinosyn analogs that had not before been seen gave an ideal opportunity for extending our knowledge of that SAR of these highly efficacious insecticides. In particular, these compounds contained a butenyl group connected to C-21 which in the regular spinosyns was substituted with a simple ethyl group. The double bond therefore gave us a handle to further modify this position allowing us to substitute different groups there. In this paper we show one of our approaches to this modi. cation using olefin cross-metathesis. Even though the spinosyns were not highly efficient substrates for metathesis reactions, we were nevertheless successful in extending their chemistry accordingly. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.02.036