1-(3-Benzyloxy-phenyl)-3-(2,4-bis-benzyloxy-6-methoxymethoxy-phenyl)-propan-1-one | 863237-57-4

• 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: 1-(3-Benzyloxy-phenyl)-3-(2,4-bis-benzyloxy-6-methoxymethoxy-phenyl)-propan-1-one
• CAS: 863237-57-4
• 化学式: C₃₈H₃₆O₆
• 分子量: 588.7
• InChiKey: FGZKFZNXIYGKQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.22
• 重原子数：
  44.0
• 可旋转键数：
  16.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  63.22
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-(3-Benzyloxy-phenyl)-3-(2,4-bis-benzyloxy-6-methoxymethoxy-phenyl)-propan-1-one 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以5.0 g的产率得到1-(3'-benzyloxyphenyl)-3-(2''-methoxymethyloxy-4'',6''-dibenzyloxyphenyl)propan-1-ol
  参考文献：
  名称：

  Asymmetric total synthesis of B-ring modified (−)-epicatechin gallate analogues and their modulation of β-lactam resistance in Staphylococcus aureus

  摘要：

  Two enantiomerically pure B-ring modified analogues of (-)epicatechin gallate were synthesised and their modulation of beta-lactam resistance using three strains of methicillin resistant Staphylococcus aureus (BB 568, EMRSA-15 and EMRSA-16) evaluated. Sub-inhibitory concentrations (12.5 and 25 mg/L) of the two analogues fully sensitised each of the three MRSA strains to oxacillin, reducing the MIC to less than 0.5 mg/L, identical to levels achieved with ECg. Lower concentrations demonstrated that the position and degree of hydroxylation of the B-ring is important for activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.05.086
• 作为产物：
  描述：

  3',4,6-tribenzyloxy-2-methoxymethyloxy-E-retrochalcone 在 儿萘酚硼烷 作用下， 以 四氢呋喃 为溶剂， 生成 1-(3-Benzyloxy-phenyl)-3-(2,4-bis-benzyloxy-6-methoxymethoxy-phenyl)-propan-1-one
  参考文献：
  名称：

  Asymmetric total synthesis of B-ring modified (−)-epicatechin gallate analogues and their modulation of β-lactam resistance in Staphylococcus aureus

  摘要：

  Two enantiomerically pure B-ring modified analogues of (-)epicatechin gallate were synthesised and their modulation of beta-lactam resistance using three strains of methicillin resistant Staphylococcus aureus (BB 568, EMRSA-15 and EMRSA-16) evaluated. Sub-inhibitory concentrations (12.5 and 25 mg/L) of the two analogues fully sensitised each of the three MRSA strains to oxacillin, reducing the MIC to less than 0.5 mg/L, identical to levels achieved with ECg. Lower concentrations demonstrated that the position and degree of hydroxylation of the B-ring is important for activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.05.086