(4''R)-4''-(Acetylamino)-26-(benzoyloxy)-5-O-demethyl-4''-deoxyavermectin A1a | 148864-94-2

• 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''R)-4''-(Acetylamino)-26-(benzoyloxy)-5-O-demethyl-4''-deoxyavermectin A1a
• 英文别名: [(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)-12'-[(2R,4S,5S,6S)-5-[(2S,4S,5R,6S)-5-acetamido-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-2-[(2S)-butan-2-yl]-21',24'-dihydroxy-3,11',13'-trimethyl-2'-oxospiro[2,3-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-22'-yl]methyl benzoate
• CAS: 148864-94-2
• 化学式: C₅₇H₇₉NO₁₆
• 分子量: 1034.25
• InChiKey: LGPYZAGLCSSKDH-ICNYASAVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  74
• 可旋转键数：
  13
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  205
• 氢给体数：
  3
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  eprinomectin 在 叔丁基过氧化氢 、 selenium(IV) oxide 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 (4''R)-4''-(Acetylamino)-26-(benzoyloxy)-5-O-demethyl-4''-deoxyavermectin A1a
  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

文献信息

• Synthesis and Biological Activity of 4a,4"-Disubstituted Avermectins
  作者：Todd K. Jones、Lin Chu、Helmut Mrozik、Lyndia Slayton、Bryan Rafalko、Mary Lee Goldmann、Wesley L. Shoop、Gaye Margiatto、Michael H. Fisher

  DOI：10.1021/jf00044a041

  日期：1994.8

  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.