(3aR,4R,7S,7aR)-5-(4-Benzyloxy-benzenesulfonyl)-7-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-4-carboxylic acid hydroxyamide | 607708-02-1

• 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: (3aR,4R,7S,7aR)-5-(4-Benzyloxy-benzenesulfonyl)-7-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-4-carboxylic acid hydroxyamide
• CAS: 607708-02-1
• 化学式: C₂₂H₂₆N₂O₈S
• 分子量: 478.523
• InChiKey: RSJVRMYDSPLWFF-MTQWCTHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.02
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  134.63
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (3aR,4R,7S,7aR)-5-(4-Benzyloxy-benzenesulfonyl)-7-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-4-carboxylic acid hydroxyamide 在 Muromac(R) (H⁺-form) 作用下， 生成 (2R,3R,4R,5S)-1-(4-Benzyloxy-benzenesulfonyl)-3,4,5-trihydroxy-piperidine-2-carboxylic acid hydroxyamide
  参考文献：
  名称：

  Structure–activity relationships of azasugar-based MMP/ADAM inhibitors

  摘要：

  In order to investigate structure-activity relationships of azasugar series toward metalloprotemases, we synthesized and evaluated several azasugar-based compounds. As a result, it was found that 4-phenoxybenzene derivative 3 having 2R,3R,4R,5S-configurations exhibited most potent inhibitory activities against matrix metalloproteinase-1, -3 and -9 and TACE. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00530-4
• 作为产物：
  描述：

  (R)-(4-Benzyloxy-benzenesulfonylamino)-((4S,5R,4'S)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-acetic acid methyl ester 在 Muromac(R) (H⁺-form) 、 氰化钠 、 羟胺 、 potassium carbonate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3aR,4R,7S,7aR)-5-(4-Benzyloxy-benzenesulfonyl)-7-hydroxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine-4-carboxylic acid hydroxyamide
  参考文献：
  名称：

  Structure–activity relationships of azasugar-based MMP/ADAM inhibitors

  摘要：

  In order to investigate structure-activity relationships of azasugar series toward metalloprotemases, we synthesized and evaluated several azasugar-based compounds. As a result, it was found that 4-phenoxybenzene derivative 3 having 2R,3R,4R,5S-configurations exhibited most potent inhibitory activities against matrix metalloproteinase-1, -3 and -9 and TACE. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00530-4