(+/-)-N-[(2S*,3R*)-(5-fluoro-3-hydroxy-2-methylpentanoyl)]-2-benzoxazolinone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: (+/-)-N-[(2S*,3R*)-(5-fluoro-3-hydroxy-2-methylpentanoyl)]-2-benzoxazolinone
• 英文别名: N-[(2R*,3S*)-5-fluoro-3-hydroxy-2-methylpentanoyl]-2-benzoxazolone；3-[(2R,3S)-5-fluoro-3-hydroxy-2-methylpentanoyl]-1,3-benzoxazol-2-one
• 化学式: C₁₃H₁₄FNO₄
• 分子量: 267.257
• InChiKey: ANQSOKJQGCECSP-SCZZXKLOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (+/-)-N-[(2S*,3R*)-(5-fluoro-3-hydroxy-2-methylpentanoyl)]-2-benzoxazolinone 在 sodium methylate 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 (+/-)-(2R,3S)-5-fluoro-3-hydroxy-2-methylpentanoyl N-propionylcysteamine thioester
  参考文献：
  名称：

  WO2007/70536

  摘要：

  公开号：
• 作为产物：
  描述：

  2-苯并唑啉酮 在 四氯化钛 、 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 6.75h， 生成 (+/-)-N-[(2S*,3R*)-(5-fluoro-3-hydroxy-2-methylpentanoyl)]-2-benzoxazolinone
  参考文献：
  名称：

  N-Acyl-2-benzoxazolinones in titanium-mediated aldol reactions

  摘要：

  N-Acyl-2-benzoxazolinones readily form trichlorotitanium enolates that react rapidly with aldehydes to provide crystalline syn-aldol adducts in high yield. The resulting products are simply converted to amides, esters, and thioesters. A simple, economical synthesis of 3-hydroxy-2-methylpentanoate N-propionylcysteamine thioesters based on these findings is presented. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.029

文献信息

• Sixteen-membered macrolide compounds
  申请人：——

  公开号：US20020111317A1

  公开（公告）日：2002-08-15

  The present invention provides novel sixteen-membered macrolide compounds that are useful as anti-infective agents or as intermediates thereto. The present invention also provides methods for the preparation of these compounds, and methods and formulations for their use. In one aspect of the present invention, sixteen-membered macrolide possessing a side chain Z are provided where Z is aliphatic, aryl, alkylaryl, halide, ═NOR 3 , ═NNHR 3 , or —W—R 3 where W is O, S, NC(═O)R 4 , NC(═O)OR 4 , NC(═O)NHR 4 or NR 4 where R 3 and R 4 are each independently hydrogen, aliphatic, aryl or alkylaryl. In another aspect of the present invention, bicyclic compounds are provided where one of the cyclic-components is a sixteen-membered macrolide and the other is a cyclic moiety whose cyclic structure is formed by between 3 and 10 atoms. In another aspect of the present invention, sixteen-membered macrolide compounds that bind to the domain II region of the 23S RNA are provided.

  本发明提供了新型的十六元大环内酯化合物，可用作抗感染药物或其中间体。本发明还提供了制备这些化合物的方法，以及它们的使用方法和配方。在本发明的一个方面，提供了具有侧链Z的十六元大环内酯，其中Z是脂肪族、芳香族、烷基芳基、卤素、═NOR3、═NNHR3或—W—R3，其中W为O、S、NC(═O)R4、NC(═O)OR4、NC(═O)NHR4或NR4，其中R3和R4各自独立地为氢、脂肪族、芳香族或烷基芳基。在本发明的另一个方面，提供了双环化合物，其中一个环组分是十六元大环内酯，另一个是由3至10个原子形成的环状基团。在本发明的另一个方面，提供了与23S RNA的II区域结合的十六元大环内酯化合物。
• 7-Quinolyl ketolide antibacterial agents
  申请人：Shaw James Simon

  公开号：US20080096828A1

  公开（公告）日：2008-04-24

  15-fluoroketolides of the formula having improved activity and safety, compositions comprising them, and methods for their preparation and use in the treatment of bacterial infections.

  具有改进的活性和安全性的15-氟酮类化合物的公式，包括它们的组合物以及它们的制备和在治疗细菌感染中使用的方法。
• 7-quinolyl ketolide antibacterial agents
  申请人：Kosan Biosciences Incorporated

  公开号：US07595300B2

  公开（公告）日：2009-09-29

  15-fluoroketolides of the formula having improved activity and safety, compositions comprising them, and methods for their preparation and use in the treatment of bacterial infections.

  本发明涉及公式的15-氟酮环内酯，其具有改善的活性和安全性，包括它们的组合物以及在治疗细菌感染中使用它们的制备和方法。
• US7595300B2
  申请人：——

  公开号：US7595300B2

  公开（公告）日：2009-09-29
• [EN] SIXTEEN-MEMBERED MACROLIDE COMPOUNDS<br/>[FR] COMPOSES MACROLIDES A SEIZE ELEMENTS
  申请人：KOSAN BIOSCIENCES INC

  公开号：WO2002032916A2

  公开（公告）日：2002-04-25

  The present invention provides novel sixteen-membered macrolide compounds that are useful as anti-infective agents or as intermediates thereto. The present invention also provides methods for the preparation of these compounds, and methods and formulations for their use. In one aspect of the present invention, sixteen-membered macrolide possessing a side chain Z are provided where Z is aliphatic, aryl, alkylaryl, halide, =NOR?3, =NNHR3¿, or -W-R3 where W is O, S, NC(=O)R4, NC(=O)OR4, NC(=O)NHR?4 or NR4¿ where R?3 and R4¿ are each independently hydrogen, aliphatic, aryl or alkylaryl. In another aspect of the present invention, bicyclic compounds are provided where one of the cyclic-components is a sixteen-membered macrolide and the other is a cyclic moiety whose cyclic structure is formed by between 3 and 10 atoms. In another aspect of the present invention, sixteen-membered macrolide compounds that bind to the domain II region of the 23S RNA are provided.