[(2R,3R)-2-[3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-chroman-3-yl]-[3,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-benzyl]-amine | 853687-46-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: [(2R,3R)-2-[3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-chroman-3-yl]-[3,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-benzyl]-amine
• CAS: 853687-46-4
• 化学式: C₆₄H₁₁₉NO₈Si₇
• 分子量: 1227.25
• InChiKey: UTXQKPUTSBLNCF-WHLHLYTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.21
• 重原子数：
  80.0
• 可旋转键数：
  18.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  85.87
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  [(2R,3R)-2-[3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-chroman-3-yl]-[3,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-benzyl]-amine 在 吡啶 、 氢氟酸 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以51%的产率得到5-{[(2R,3R)-2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chroman-3-ylamino]-methyl}-benzene-1,2,3-triol
  参考文献：
  名称：

  Synthesis and antibacterial activity of hydrolytically stable (−)-epicatechin gallate analogues for the modulation of β-lactam resistance in Staphylococcus aureus

  摘要：

  Hydrolytically more stable analogues of (-)-epicatechin gallate (ECg) have been synthesised from ECg where an amine or amide function has been substituted for the ester linkage that joins the C-ring with the galloyl D-ring. Sub-inhibitory concentrations (25 mg/L) of the amide analogue 7, possessing the natural C-3 stereochemistry, were able to reduce the resistance to oxacillin of three strains of methicillin resistant Staphylococcus aureus (BB 568, EMRSA-15 and EMRSA-16) comparable to levels achieved with ECg. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.063
• 作为产物：
  描述：

  (-)-ECG-7TBS 在 lithium aluminium tetrahydride 、 sodium cyanoborohydride 、 一水合肼 、 溶剂黄146 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 29.5h， 生成 [(2R,3R)-2-[3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-chroman-3-yl]-[3,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-benzyl]-amine
  参考文献：
  名称：

  Synthesis and antibacterial activity of hydrolytically stable (−)-epicatechin gallate analogues for the modulation of β-lactam resistance in Staphylococcus aureus

  摘要：

  Hydrolytically more stable analogues of (-)-epicatechin gallate (ECg) have been synthesised from ECg where an amine or amide function has been substituted for the ester linkage that joins the C-ring with the galloyl D-ring. Sub-inhibitory concentrations (25 mg/L) of the amide analogue 7, possessing the natural C-3 stereochemistry, were able to reduce the resistance to oxacillin of three strains of methicillin resistant Staphylococcus aureus (BB 568, EMRSA-15 and EMRSA-16) comparable to levels achieved with ECg. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.063