(3aR,4R,7S,7aR)-7-hydroxy-2,2-dimethyl-5-(4'-phenoxybenzenesulfonyl)-hexahydro-[1,3]dioxolo[4,5-c]pyridine-4-carboxylic acid methyl ester | 607707-97-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3aR,4R,7S,7aR)-7-hydroxy-2,2-dimethyl-5-(4'-phenoxybenzenesulfonyl)-hexahydro-[1,3]dioxolo[4,5-c]pyridine-4-carboxylic acid methyl ester
• 英文别名: methyl (3aR,4R,7S,7aR)-7-hydroxy-2,2-dimethyl-5-(4-phenoxyphenyl)sulfonyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyridine-4-carboxylate
• CAS: 607707-97-1
• 化学式: C₂₂H₂₅NO₈S
• 分子量: 463.508
• InChiKey: LKTHPQYKWQGOBD-MTQWCTHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (3aR,4R,7S,7aR)-7-hydroxy-2,2-dimethyl-5-(4'-phenoxybenzenesulfonyl)-hexahydro-[1,3]dioxolo[4,5-c]pyridine-4-carboxylic acid methyl ester 在 sodium hydroxide 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (3aR,4R,7S,7aR)-7-Hydroxy-2,2-dimethyl-5-(4-phenoxy-benzenesulfonyl)-hexahydro-[1,3]dioxolo[4,5-c]pyridine-4-carboxylic acid benzyloxy-amide
  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：

  (1"S,2R,4'R,5'R)-[5'-(1"-hydroxy-2"-methanesulfonyloxy-ethyl)-2',2'-dimethyl-[1,3]dioxolan-4'-yl]-(4-phenoxybenzenesulfonylamino)-acetic acid methyl ester 在 potassium carbonate 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 1.33h， 生成 (3aR,4R,7S,7aR)-7-hydroxy-2,2-dimethyl-5-(4'-phenoxybenzenesulfonyl)-hexahydro-[1,3]dioxolo[4,5-c]pyridine-4-carboxylic acid methyl ester
  参考文献：
  名称：

  EP1516872

  摘要：

  公开号：

文献信息

• Novel azasugar derivative and drug containing the same as the active ingredient
  申请人：Tsukida Takahiro

  公开号：US20050137221A1

  公开（公告）日：2005-06-23

  A novel azasugar derivative, and a drug containing the same as an active ingredient are disclosed. The drug is useful for treatment of keratinocyte-proliferative diseases.

  本发明揭示了一种新型的氮杂糖衍生物以及含有该衍生物作为活性成分的药物。该药物可用于治疗角质形成细胞增殖性疾病。
• NOVEL AZASUGAR DERIVATIVE AND DRUG CONTAINING THE SAME AS THE ACTIVE INGREDIENT
  申请人：Carna Biosciences Inc.

  公开号：EP1516872A1

  公开（公告）日：2005-03-23

  A novel azasugar derivative, and a drug containing the same as an active ingredient are disclosed. The drug is useful for treatment of keratinocyte-proliferative diseases.

  本发明公开了一种新型天苏糖衍生物和一种含有天苏糖衍生物作为活性成分的药物。该药物可用于治疗角质细胞增生性疾病。
• US7223779B2
  申请人：——

  公开号：US7223779B2

  公开（公告）日：2007-05-29