替卡贝松 | 74131-77-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 中文名称: 替卡贝松
• 英文名称: 6α,9α-difluoro-11β,17α-dihydroxy-17β-[(methylthio)carbonyl]-16α-methylandrosta-1,4-dien-3-one
• 英文别名: Ticabesone；S-methyl (6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthrene-17-carbothioate
• CAS: 74131-77-4
• 化学式: C₂₂H₂₈F₂O₄S
• 分子量: 426.525
• InChiKey: TYVHQHCXWZVELU-GQKYHHCASA-N

物化性质

• 沸点：
  554.7±50.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  99.9
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 替卡贝松 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 1.25h， 以97%的产率得到[(6S,8S,9R,10S,11S,13S,14S,16R,17R)-17-acetyloxy-6,9-difluoro-10,13,16-trimethyl-17-methylsulfanylcarbonyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-11-yl] acetate
  参考文献：
  名称：

  An Extremely Powerful Acylation Reaction of Alcohols with Acid Anhydrides Catalyzed by Trimethylsilyl Trifluoromethanesulfonate

  摘要：

  Trimethylsilyl trifluoromethanesulfonate is an excellent catalyst for the acylation of alcohols with acid anhydrides. Highly functionalized primary, secondary, tertiary, and allylic alcohols, and phenols, were acylated cleanly and efficiently and in a fraction of the time used under the standard DMAP conditions.

  DOI：

  10.1021/jo980011z
• 作为产物：
  描述：

  6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxoandrosta-1,4-diene-17β-carboxylic acid 、 sodium thiomethoxide 在 TEA 、 2-氟-1-甲基吡啶翁对甲苯磺酸盐 作用下， 生成 6α,9α-difluoro-16α,17-dimethyl-11β-hydroxy-18-norandrosta-1,4,13(17)-trien-3-one 、 6α,9α-difluoro-11β,13α-dihydroxy-16α,17β-dimethyl-3-oxo-18-norandrosta-1,4-diene-17α-carboxylic acid 13-lactone 、 替卡贝松
  参考文献：
  名称：

  Thiol esters from steroid 17.beta.-carboxylic acids: carboxylate activation and internal participation by 17.alpha.-acylates

  摘要：

  DOI：

  10.1021/jo00362a028

文献信息

• PHOSPHONATE COMPOUNDS HAVING IMMUNO-MODULATORY ACTIVITY
  申请人：Cannizzaro Carina

  公开号：US20090227543A1

  公开（公告）日：2009-09-10

  The invention is related to phosphonate substituted compounds having immuno-modulatory activity, compositions containing such compounds, and therapeutic methods that include the administration of such compounds, as well as to processes and intermediates useful for preparing such compounds.

  本发明涉及磷酸酯取代化合物，具有免疫调节活性，含有这种化合物的组合物，以及包括这种化合物的给药的治疗方法，还涉及用于制备这种化合物的有用过程和中间体。
• ANTI-INFLAMMATORY PHOSPHONATE COMPOUNDS
  申请人：Cannizzaro Carina

  公开号：US20090247488A1

  公开（公告）日：2009-10-01

  The invention is related to phosphorus substituted anti-inflammatory compounds, compositions containing such compounds, and therapeutic methods that include the administration of such compounds, as well as to processes and intermediates useful for preparing such compounds.

  本发明涉及磷取代的抗炎化合物、含有这种化合物的组合物、包括给药这种化合物的治疗方法，以及用于制备这种化合物的有用过程和中间体。
• US7432261B2
  申请人：——

  公开号：US7432261B2

  公开（公告）日：2008-10-07
• US7645747B2
  申请人：——

  公开号：US7645747B2

  公开（公告）日：2010-01-12
• An Extremely Powerful Acylation Reaction of Alcohols with Acid Anhydrides Catalyzed by Trimethylsilyl Trifluoromethanesulfonate
  作者：Panayiotis A. Procopiou、Simon P. D. Baugh、Stephen S. Flack、Graham G. A. Inglis

  DOI：10.1021/jo980011z

  日期：1998.4.1

  Trimethylsilyl trifluoromethanesulfonate is an excellent catalyst for the acylation of alcohols with acid anhydrides. Highly functionalized primary, secondary, tertiary, and allylic alcohols, and phenols, were acylated cleanly and efficiently and in a fraction of the time used under the standard DMAP conditions.