(6S,9R,10S)-9-Isobutyl-6-methylcarbamoyl-1-(4-nitro-benzenesulfonyl)-8-oxo-1,7-diaza-cyclotridecane-10-carboxylic acid tert-butyl ester | 191408-08-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: (6S,9R,10S)-9-Isobutyl-6-methylcarbamoyl-1-(4-nitro-benzenesulfonyl)-8-oxo-1,7-diaza-cyclotridecane-10-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl (6S,9R,10S)-6-(methylcarbamoyl)-9-(2-methylpropyl)-1-(4-nitrophenyl)sulfonyl-8-oxo-1,7-diazacyclotridecane-10-carboxylate
• CAS: 191408-08-9
• 化学式: C₂₈H₄₄N₄O₈S
• 分子量: 596.745
• InChiKey: ZLUVKRZOBIYQLN-VXNXHJTFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  41
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  176
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (6S,9R,10S)-9-Isobutyl-6-methylcarbamoyl-1-(4-nitro-benzenesulfonyl)-8-oxo-1,7-diaza-cyclotridecane-10-carboxylic acid tert-butyl ester 在 三氟乙酸 作用下， 生成 (6S,9R,10S)-9-Isobutyl-6-methylcarbamoyl-1-(4-nitro-benzenesulfonyl)-8-oxo-1,7-diaza-cyclotridecane-10-carboxylic acid
  参考文献：
  名称：

  Macrocyclic hydroxamate inhibitors of matrix metalloproteinases and TNF-α production

  摘要：

  Several macrocyclic, hydroxamate derivatives were synthesized and evaluated as inhibitors of matrix metalloproteinases (MMPs) and tumour necrosis factor-alpha (TNF-alpha) production. These macrocycles are anti-succinate based inhibitors linked from P1 to P2'. A variety of functionality was installed at the P1-P2' linkage, which gave inhibitors that displayed excellent MMP inhibition and good TNF-alpha suppression. (C) 1999 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00178-x
• 作为产物：
  描述：

  4-benzyl 1-tert-butyl (2S,3R)-2-allyl-3-isobutylbutanedioate 在 palladium on activated charcoal 9-borabicyclo[3.3.1]nonane dimer 、 偶氮二甲酸二异丙酯 、 氢气 、 双氧水 、 sodium acetate 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 生成 (6S,9R,10S)-9-Isobutyl-6-methylcarbamoyl-1-(4-nitro-benzenesulfonyl)-8-oxo-1,7-diaza-cyclotridecane-10-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Macrocyclic hydroxamate inhibitors of matrix metalloproteinases and TNF-α production

  摘要：

  Several macrocyclic, hydroxamate derivatives were synthesized and evaluated as inhibitors of matrix metalloproteinases (MMPs) and tumour necrosis factor-alpha (TNF-alpha) production. These macrocycles are anti-succinate based inhibitors linked from P1 to P2'. A variety of functionality was installed at the P1-P2' linkage, which gave inhibitors that displayed excellent MMP inhibition and good TNF-alpha suppression. (C) 1999 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00178-x