4"-epi-N-acetyl-4"-deoxy-N-(methylamino)-4a-hydroxyavermectin B₁ | 148865-19-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: 4"-epi-N-acetyl-4"-deoxy-N-(methylamino)-4a-hydroxyavermectin B₁
• CAS: 148865-19-4
• 化学式: C₅₁H₇₇NO₁₅
• 分子量: 944.17
• InChiKey: OFBNZAACFRGGRM-UYTOXORTSA-N

反应信息

• 作为反应物：
  描述：

  4"-epi-N-acetyl-4"-deoxy-N-(methylamino)-4a-hydroxyavermectin B₁ 在 吡啶 、 咪唑 、 氢氟酸 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and Biological Activity of 4a,4"-Disubstituted Avermectins

  摘要：

  Allylic oxidation of avermectin B-1 and C-4''-substituted avermectin B-1 analogues at C-4a followed by derivatization of the C-4a oxygen provides compounds that have an improved safety profile, as judged by mouse LD(50) data, and are substantially more potent than avermectin B-1 against flies.

  DOI：

  10.1021/jf00044a041
• 作为产物：
  描述：

  N-[(2S,3R,4S,6S)-6-[(2S,3S,4S,6R)-6-[(1'R,2R,3S,4'S,6S,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-2-[(2S)-butan-2-yl]-21',24'-dihydroxy-3,11',13',22'-tetramethyl-2'-oxospiro[2,3-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-12'-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]-N-methylacetamide 在 叔丁基过氧化氢 、 selenium(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 4"-epi-N-acetyl-4"-deoxy-N-(methylamino)-4a-hydroxyavermectin B₁
  参考文献：
  名称：

  Synthesis and Biological Activity of 4a,4"-Disubstituted Avermectins

  摘要：

  Allylic oxidation of avermectin B-1 and C-4''-substituted avermectin B-1 analogues at C-4a followed by derivatization of the C-4a oxygen provides compounds that have an improved safety profile, as judged by mouse LD(50) data, and are substantially more potent than avermectin B-1 against flies.

  DOI：

  10.1021/jf00044a041