4-Methoxy-benzoic acid (3S,4R)-3-hydroxy-4-(4-hydroxy-phenylsulfanyl)-tetrahydro-pyran-3-ylmethyl ester | 841255-59-2

• 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: 4-Methoxy-benzoic acid (3S,4R)-3-hydroxy-4-(4-hydroxy-phenylsulfanyl)-tetrahydro-pyran-3-ylmethyl ester
• CAS: 841255-59-2
• 化学式: C₂₀H₂₂O₆S
• 分子量: 390.457
• InChiKey: PWMWTKXSMRZVRC-QUCCMNQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.87
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  85.22
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  4-Methoxy-benzoic acid (3S,4R)-3-hydroxy-4-(4-hydroxy-phenylsulfanyl)-tetrahydro-pyran-3-ylmethyl ester 在 过氧乙酸 、 sodium acetate 、 potassium carbonate 、 caesium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 (3R,4R)-3-Hydroxymethyl-4-[4-(2-trifluoromethyl-benzyloxy)-benzenesulfonyl]-tetrahydro-pyran-3-ol
  参考文献：
  名称：

  3-Hydroxy-4-arylsulfonyltetrahydropyranyl-3-hydroxamic acids are novel inhibitors of MMP-13 and aggrecanase

  摘要：

  N-Hydroxy-3-hydroxy-4-arylsulfonyltetrahydropyranyl-3-carboxamides were designed as novel inhibitors of MMP-13 and aggrecanase based on known endocyclic hydroxamate inhibitors of matrix metalloproteinases. These compounds offer favorable physicochemical properties and low metabolic clearance. Synthesis and structure-activity relationships are reported. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.081
• 作为产物：
  描述：

  4-Methoxy-benzoic acid (3aS,7aS)-2-oxo-dihydro-2λ⁴-[1,3,2]dioxathiolo[4,5-c]pyran-3a-ylmethyl ester 在 ruthenium trichloride 、 sodium periodate 、 sodium hydride 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 4-Methoxy-benzoic acid (3S,4R)-3-hydroxy-4-(4-hydroxy-phenylsulfanyl)-tetrahydro-pyran-3-ylmethyl ester
  参考文献：
  名称：

  3-Hydroxy-4-arylsulfonyltetrahydropyranyl-3-hydroxamic acids are novel inhibitors of MMP-13 and aggrecanase

  摘要：

  N-Hydroxy-3-hydroxy-4-arylsulfonyltetrahydropyranyl-3-carboxamides were designed as novel inhibitors of MMP-13 and aggrecanase based on known endocyclic hydroxamate inhibitors of matrix metalloproteinases. These compounds offer favorable physicochemical properties and low metabolic clearance. Synthesis and structure-activity relationships are reported. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.081