(1R,2R)-3-(2-(methoxymethoxy)phenyl)-1-phenylpropane-1,2-diol | 1350895-98-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (1R,2R)-3-(2-(methoxymethoxy)phenyl)-1-phenylpropane-1,2-diol
• CAS: 1350895-98-5
• 化学式: C₁₇H₂₀O₄
• 分子量: 288.343
• InChiKey: DSLKNZHBRNTGPC-NVXWUHKLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.31
• 重原子数：
  21.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  58.92
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1R,2R)-3-(2-(methoxymethoxy)phenyl)-1-phenylpropane-1,2-diol 在 盐酸 作用下， 以 甲醇 、 乙醚 、 水 为溶剂， 反应 7.5h， 以99%的产率得到(1R,2R)-3-(2-hydroxyphenyl)-1-phenylpropane-1,2-diol
  参考文献：
  名称：

  Anti-staphylococcal activity and β-lactam resistance attenuating capacity of structural analogues of (−)-epicatechin gallate

  摘要：

  We examined the impact of gradual removal of hydroxyl groups from the A- and B-rings of (-)-epicatechin gallate on antibacterial activity and oxacillin resistance attenuation of an epidemic strain of methicillin resistant Staphylococcus aureus. Removal of both hydroxyls from the B-ring effected a large reduction in oxacillin MIC (from 512 to 0.25 mg/mL at a concentration of 12.5 mg/L); further hydroxyl deletion of the A-ring reduced the oxacillin effect but increased intrinsic anti-staphylococcal activity (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.116
• 作为产物：
  描述：

  2-cinnamylphenol 在 甲基磺酰胺 、 AD-mix β 、 sodium hydride 作用下， 以 四氢呋喃 、 水 、 叔丁醇 为溶剂， 反应 120.08h， 生成 (1R,2R)-3-(2-(methoxymethoxy)phenyl)-1-phenylpropane-1,2-diol
  参考文献：
  名称：

  Anti-staphylococcal activity and β-lactam resistance attenuating capacity of structural analogues of (−)-epicatechin gallate

  摘要：

  We examined the impact of gradual removal of hydroxyl groups from the A- and B-rings of (-)-epicatechin gallate on antibacterial activity and oxacillin resistance attenuation of an epidemic strain of methicillin resistant Staphylococcus aureus. Removal of both hydroxyls from the B-ring effected a large reduction in oxacillin MIC (from 512 to 0.25 mg/mL at a concentration of 12.5 mg/L); further hydroxyl deletion of the A-ring reduced the oxacillin effect but increased intrinsic anti-staphylococcal activity (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.116