1,4-Anhydro-5-azido-2,5-dideoxy-D-erythro-pentitol | 161857-08-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: 1,4-Anhydro-5-azido-2,5-dideoxy-D-erythro-pentitol
• 英文别名: (2R,3S)-2-(azidomethyl)oxolan-3-ol
• CAS: 161857-08-5
• 化学式: C₅H₉N₃O₂
• 分子量: 143.145
• InChiKey: JWCMLHUFLIFATF-CRCLSJGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  43.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,4-Anhydro-5-azido-2,5-dideoxy-D-erythro-pentitol 在 吡啶 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 2,5-anhydro-1-azido-1,4-dideoxy-3-thio-D-threo-pentitol 3-acetate
  参考文献：
  名称：

  Synthesis and structure-activity relationships of novel THF 1β-methylcarbapenems

  摘要：

  A series of twelve highly active aminomethyl-THF 1 beta-methylcarbapenems 3a-1 were synthesized. Of these, carbapenems 3a-f demonstrated a spectrum of antimicrobial activity comparable to those of imipenem and meropenem with the exception of only moderate anti-pseudomonal activity. Most importantly, they demonstrated moderate intrinsic oral activity against an E. coli infection in mice. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00282-5
• 作为产物：
  描述：

  1,2-二脱氧-D-核糖 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 1,4-Anhydro-5-azido-2,5-dideoxy-D-erythro-pentitol
  参考文献：
  名称：

  Synthesis and structure-activity relationships of novel THF 1β-methylcarbapenems

  摘要：

  A series of twelve highly active aminomethyl-THF 1 beta-methylcarbapenems 3a-1 were synthesized. Of these, carbapenems 3a-f demonstrated a spectrum of antimicrobial activity comparable to those of imipenem and meropenem with the exception of only moderate anti-pseudomonal activity. Most importantly, they demonstrated moderate intrinsic oral activity against an E. coli infection in mice. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00282-5

文献信息

• 2-thiosubstituted carbapenems
  申请人：American Cyanamid Company

  公开号：US05602118A1

  公开（公告）日：1997-02-11

  Carbapenem antibiotic compounds of the general formula: ##STR1## wherein the moiety ##STR2## is a 4, 5 or 6 membered mono, di- or tri- substituted oxygen or sulfur containing ring; wherein Z is oxygen, sulfur, sulfoxide and sulfone, pharmaceutical compositions thereof useful for the treatment of bacterial infections, processes for preparing the compounds and new intermediates useful in the process.

  通式为：##STR1## 的头孢菌素类抗生素化合物，其中基团##STR2## 是一个含有单个、双重或三重取代的氧或硫的4、5或6环；其中Z为氧、硫、亚砜和磺酰基，其制备过程中有用于治疗细菌感染的药物组成物，制备化合物的过程以及在过程中有用的新中间体。