(22R)-22,22-O-dihydroisoascomycin | 134625-71-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯内酰胺
• 英文名称: (22R)-22,22-O-dihydroisoascomycin
• 英文别名: (1R,9S,12S,14R,15R,16E,19S,21S,22R,23S,25R)-15-ethyl-1,14-dihydroxy-12-[(E,2S,3S)-3-hydroxy-5-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-4-methylpent-4-en-2-yl]-21,23-dimethoxy-17,19,25-trimethyl-11,26-dioxa-4-azatricyclo[20.3.1.04,9]hexacos-16-ene-2,3,10-trione
• CAS: 134625-71-1
• 化学式: C₄₃H₇₁NO₁₂
• 分子量: 794.036
• InChiKey: ZIMDFVOVAHZUQR-HPFFXWGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  56
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  182
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (22R)-22,22-O-dihydroisoascomycin 在 叔丁基过氧化氢 、 bis(acetylacetonate)oxovanadium 、 三氟化硼乙醚 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 148.5h， 生成 (1R,9S,12R,13R,14E,17S,19S,20R,21S,23R)-13-ethyl-1-hydroxy-12-[[(2S,3S,4S)-4-hydroxy-5-[hydroxy-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]methyl]-3,5-dimethyloxolan-2-yl]methyl]-19,21-dimethoxy-15,17,23-trimethyl-11,24-dioxa-4-azatricyclo[18.3.1.04,9]tetracos-14-ene-2,3,10-trione
  参考文献：
  名称：

  Ring Contraction of an Ascomycin Derivative to a 19-Membered Macrolactam

  摘要：

  Starting from readily available (22R)-26,33-bis-O-[(tert-butyl)dimethylsilyl]-22,22-O-dihydroisoascomycin (5), the synthesis of a doubly ring-contracted ascomycin derivative, the 19-membered macrolactam 10, is described.

  DOI：

  10.1002/(sici)1522-2675(19990707)82:7<1038::aid-hlca1038>3.0.co;2-i
• 作为产物：
  描述：

  (22R)-26,33-O-bis[(tert-butyl)dimethylsilyl]-22,22-O-dihydroisoascomycin 在 盐酸 作用下， 以 水 、 乙腈 为溶剂， 反应 4.5h， 以70%的产率得到(22R)-22,22-O-dihydroisoascomycin
  参考文献：
  名称：

  Ring Contraction of an Ascomycin Derivative to a 19-Membered Macrolactam

  摘要：

  Starting from readily available (22R)-26,33-bis-O-[(tert-butyl)dimethylsilyl]-22,22-O-dihydroisoascomycin (5), the synthesis of a doubly ring-contracted ascomycin derivative, the 19-membered macrolactam 10, is described.

  DOI：

  10.1002/(sici)1522-2675(19990707)82:7<1038::aid-hlca1038>3.0.co;2-i

文献信息

• Antifungal compounds
  申请人：Duke University

  公开号：US10568872B2

  公开（公告）日：2020-02-25

  The technical field of the invention is in pharmaceutical compounds and methods. In an aspect, the disclosure provides macrolide compounds suitable for use as antifungal agents, as well as methods for their use and compositions containing the same.

  本发明的技术领域是药物化合物和方法。在一个方面，本发明提供了适合用作抗真菌剂的大环内酯类化合物，以及它们的使用方法和含有这些化合物的组合物。
• Antifungal Compounds
  申请人：Duke University

  公开号：US20190000814A1

  公开（公告）日：2019-01-03

  The technical field of the invention is in pharmaceutical compounds and methods. In an aspect, the disclosure provides macrolide compounds suitable for use as antifungal agents, as well as methods for their use and compositions containing the same.
• ANTIFUNGAL COMPOUNDS
  申请人：Duke University

  公开号：US20200188364A1

  公开（公告）日：2020-06-18

  The technical field of the invention is in pharmaceutical compounds and methods. In an aspect, the disclosure provides macrolide compounds suitable for use as antifungal agents, as well as methods for their use and compositions containing the same.
• US9956207B2
  申请人：——

  公开号：US9956207B2

  公开（公告）日：2018-05-01