4-[4-[3-Oxo-3-(2-oxoazetidin-1-yl)propyl]phenyl]morpholine-3,5-dione | 1531639-48-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: 4-[4-[3-Oxo-3-(2-oxoazetidin-1-yl)propyl]phenyl]morpholine-3,5-dione
• 英文别名: 4-[4-[3-oxo-3-(2-oxoazetidin-1-yl)propyl]phenyl]morpholine-3,5-dione
• CAS: 1531639-48-1
• 化学式: C₁₆H₁₆N₂O₅
• 分子量: 316.313
• InChiKey: FCYZZESOEXATOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  84
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-(4-硝基苯基)丙酸 在 palladium 10% on activated carbon 、 氢气 、 1-丙基磷酸酐 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 20.0~25.0 ℃ 、68.95 kPa 条件下， 反应 3.25h， 生成 4-[4-[3-Oxo-3-(2-oxoazetidin-1-yl)propyl]phenyl]morpholine-3,5-dione
  参考文献：
  名称：

  PROCESSES FOR PREPARING PEPTIDE CONJUGATES AND LINKERS

  摘要：

  本发明提供了一种制备5b式化合物的方法，以及其中间体，以及用于制备这些类似化合物的新型化合物类。

  公开号：

  US20150031108A1

文献信息

• PROCESSES FOR PREPARING PEPTIDE CONJUGATES AND LINKERS
  申请人：PFIZER INC.

  公开号：US20150031108A1

  公开（公告）日：2015-01-29

  The present invention provides a process for preparing a compound of Formula 5b, as well as intermediates thereof, and novel classes of compounds useful in process for preparing these and similar compounds.

  本发明提供了一种制备5b式化合物的方法，以及其中间体，以及用于制备这些类似化合物的新型化合物类。
• US9352050B2
  申请人：——

  公开号：US9352050B2

  公开（公告）日：2016-05-31
• [EN] IMPROVED PROCESSES FOR PREPARING PEPTIDE CONJUGATES AND LINKERS<br/>[FR] PROCÉDÉS AMÉLIORÉS POUR LA PRÉPARATION DE CONJUGUÉS PEPTIDIQUES ET DE LIEURS
  申请人：PFIZER

  公开号：WO2013093705A2

  公开（公告）日：2013-06-27

  The present invention provides a process for preparing a compound of Formula 5b, as well as intermediates thereof, and novel classes of compounds useful in process for preparing these and similar compounds.
• Chromatography- and Lyophilization-Free Synthesis of a Peptide-Linker Conjugate
  作者：Javier Magano、Brandon Bock、John Brennan、Douglas Farrand、Michael Lovdahl、Mark T. Maloney、Durgesh Nadkarni、Wendy K. Oliver、Mark J. Pozzo、John J. Teixeira、Jian Wang、John Rizzo、David Tumelty

  DOI：10.1021/op4002998

  日期：2014.1.17

  An optimized and scalable process to manufacture peptide-linker conjugate 1 is reported that avoids the chromatographic purification and lyophilization that are typically required for the isolation of this type of compound. An operationally simple protocol has been developed that couples the peptide to the linker in DMF followed by precipitation with MeCN. A scalable synthesis of the linker is also described which features the N-acylation of 2-azetidinone promoted by 1-propanephosphonic acid anhydride (T3P). The number of operations during the second step of the synthesis (nitrobenzene reduction to aniline) has been simplified by telescoping the aniline into the next step (reaction with diglycolic anhydride to form an acid), thus avoiding an additional isolation. Finally, two efficient activation methods for the acid have been developed by means of the corresponding pentafluorophenyl (PFP) and p-nitrophenyl (PNP) esters.