[(S)-1-((3R,4S)-1-Dimethylamino-4-methyl-2,5-dioxo-pyrrolidine-3-carbonyl)-2-methyl-propyl]-carbamic acid tert-butyl ester | 618109-55-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(S)-1-((3R,4S)-1-Dimethylamino-4-methyl-2,5-dioxo-pyrrolidine-3-carbonyl)-2-methyl-propyl]-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(2S)-1-[(3R,4S)-1-(dimethylamino)-4-methyl-2,5-dioxopyrrolidin-3-yl]-3-methyl-1-oxobutan-2-yl]carbamate
• CAS: 618109-55-0
• 化学式: C₁₇H₂₉N₃O₅
• 分子量: 355.434
• InChiKey: BWXNEZDNAYSYEV-TUAOUCFPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  96
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(S)-1-((3R,4S)-1-Dimethylamino-4-methyl-2,5-dioxo-pyrrolidine-3-carbonyl)-2-methyl-propyl]-carbamic acid tert-butyl ester 在 盐酸 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2E,4E)-N-[(1S)-3-[[(2S)-1-[(3R,4S)-1-(dimethylamino)-4-methyl-2,5-dioxopyrrolidin-3-yl]-3-methyl-1-oxobutan-2-yl]amino]-3-oxo-1-phenylpropyl]hexa-2,4-dienamide
  参考文献：
  名称：

  Pyrrolidinedione derivatives as antibacterial agents with a novel mode of action

  摘要：

  The pseudopeptide pyrrolidinedione natural products moiramide B and andrimid represent a new class of antibiotics that target bacterial fatty acid biosynthesis. Structure activity relationship (SAR) studies revealed a high degree of variability for the fatty acid side chain, allowing optimization of physicochemical parameters, and a restricted SAR for the pyrrolidinedione group, indicating major relevance of this subunit for efficient target binding. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.002
• 作为产物：
  描述：

  (S)-methylsuccinic anhydride 在 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 [(S)-1-((3R,4S)-1-Dimethylamino-4-methyl-2,5-dioxo-pyrrolidine-3-carbonyl)-2-methyl-propyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Pyrrolidinedione derivatives as antibacterial agents with a novel mode of action

  摘要：

  The pseudopeptide pyrrolidinedione natural products moiramide B and andrimid represent a new class of antibiotics that target bacterial fatty acid biosynthesis. Structure activity relationship (SAR) studies revealed a high degree of variability for the fatty acid side chain, allowing optimization of physicochemical parameters, and a restricted SAR for the pyrrolidinedione group, indicating major relevance of this subunit for efficient target binding. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.002

文献信息

• Cinnamic acid amides
  申请人：Brunner Nina

  公开号：US20090149528A1

  公开（公告）日：2009-06-11

  The present invention relates to compounds, to processes for preparing them, to pharmaceutical compositions comprising them, and to their use in the therapy and/or prophylaxis in illnesses in people or animals, especially diseases of bacterial infection.

  本发明涉及化合物、制备它们的方法、包含它们的制药组合物以及它们在治疗和/或预防人或动物疾病中的使用，特别是细菌感染疾病。
• US7348357B2
  申请人：——

  公开号：US7348357B2

  公开（公告）日：2008-03-25
• US7402683B2
  申请人：——

  公开号：US7402683B2

  公开（公告）日：2008-07-22
• Pyrrolidinedione derivatives as antibacterial agents with a novel mode of action
  作者：Jens Pohlmann、Thomas Lampe、Mitsuyuki Shimada、Peter G. Nell、Josef Pernerstorfer、Niels Svenstrup、Nina A. Brunner、Guido Schiffer、Christoph Freiberg

  DOI：10.1016/j.bmcl.2004.12.002

  日期：2005.2

  The pseudopeptide pyrrolidinedione natural products moiramide B and andrimid represent a new class of antibiotics that target bacterial fatty acid biosynthesis. Structure activity relationship (SAR) studies revealed a high degree of variability for the fatty acid side chain, allowing optimization of physicochemical parameters, and a restricted SAR for the pyrrolidinedione group, indicating major relevance of this subunit for efficient target binding. (C) 2004 Elsevier Ltd. All rights reserved.