(2S,3R,6S)-10-Acetyl-12-methyl-6-methylcarbamoyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotridecane-2-carboxylic acid | 191408-44-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2S,3R,6S)-10-Acetyl-12-methyl-6-methylcarbamoyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotridecane-2-carboxylic acid
• CAS: 191408-44-3
• 化学式: C₂₅H₃₇N₃O₆
• 分子量: 475.585
• InChiKey: VYDVESILHUWVIB-USQNYJEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  125.04
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (2S,3R,6S)-10-Acetyl-12-methyl-6-methylcarbamoyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotridecane-2-carboxylic acid 在 Pd-BaSO₄ 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2S,3R,6S)-10-Acetyl-12-methyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotridecane-2,6-dicarboxylic acid 2-hydroxyamide 6-methylamide
  参考文献：
  名称：

  P1, P2′-Linked macrocyclic amine derivatives as matrix metalloproteinase inhibitors

  摘要：

  A novel series of 13- and 14-membered macrocyclic amines was developed by linking the P-1, and P-2, groups. The synthesis entails stereoselective Frater alkylation to install the anti-succinate configuration and macrocyclic amination via nucleophilic displacement. This strategy resulted in a new class of conformationally constrained inhibitors that are potent ind selective for MMP-8 and 9 over MMP-1 and 3. (C) 1999 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00215-2
• 作为产物：
  描述：

  在 palladium dihydroxide 盐酸 、 ruthenium trichloride 、 氢气 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 高碘酸 作用下， 以 1,4-二氧六环 、 甲醇 、 四氯化碳 、 乙腈 为溶剂， 生成 (2S,3R,6S)-10-Acetyl-12-methyl-6-methylcarbamoyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotridecane-2-carboxylic acid
  参考文献：
  名称：

  P1, P2′-Linked macrocyclic amine derivatives as matrix metalloproteinase inhibitors

  摘要：

  A novel series of 13- and 14-membered macrocyclic amines was developed by linking the P-1, and P-2, groups. The synthesis entails stereoselective Frater alkylation to install the anti-succinate configuration and macrocyclic amination via nucleophilic displacement. This strategy resulted in a new class of conformationally constrained inhibitors that are potent ind selective for MMP-8 and 9 over MMP-1 and 3. (C) 1999 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00215-2