Acetic acid 5-(3-acetoxy-1,2-dibromo-propyl)-2-(4-acetoxy-3-methoxy-phenyl)-7-methoxy-2,3-dihydro-benzofuran-3-ylmethyl ester | 243668-00-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: Acetic acid 5-(3-acetoxy-1,2-dibromo-propyl)-2-(4-acetoxy-3-methoxy-phenyl)-7-methoxy-2,3-dihydro-benzofuran-3-ylmethyl ester
• CAS: 243668-00-0
• 化学式: C₂₆H₂₈Br₂O₉
• 分子量: 644.311
• InChiKey: RUOKVYMQGXBFEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.17
• 重原子数：
  37.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  106.59
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  Acetic acid 5-(3-acetoxy-1,2-dibromo-propyl)-2-(4-acetoxy-3-methoxy-phenyl)-7-methoxy-2,3-dihydro-benzofuran-3-ylmethyl ester 在 溶剂黄146 、 异丙醇 、 锌 作用下， 以 1,4-二氧六环 、 溶剂黄146 为溶剂， 反应 16.5h， 生成 Acetic acid 2-[2-(4-acetoxy-3-methoxy-phenyl)-1-acetoxymethyl-ethyl]-4-((E)-3-acetoxy-propenyl)-6-methoxy-phenyl ester
  参考文献：
  名称：

  Are Lignins Optically Active?

  摘要：

  The accepted derivation of lignins from non(enzymatically)-controlled radical coupling reactions has been recently challenged, and it is relevant to ascertain unequivocally whether lignins are or are not (as normally assumed) optically active. Two approaches were used. First, DFRC (derivatization followed by reductive cleavage) dimers derived from beta-5- and beta-beta-units in pine lignins, which certainly retain unaltered chiral centers (as well as beta-1- and beta-O-4-units where the intactness may be debated), were shown to be optically inactive by circular dichroism (CD) and chiral highperformance liquid chromatography. CD of beta-5-derived dimers following enantiomeric separation readily demonstrated the sensitivity of the method. Second, no optical activity could be detected (above 250 nm to avoid carbohydrate contributions) by CD of lignin isolates from pine, kenaf, maize, or a CAD-deficient pine mutant. Representative lignins are therefore not, within limits of detection by these methods, optically active.

  DOI：

  10.1021/jf9901136
• 作为产物：
  描述：

  triacetoxydehydrodiconiferyl alcohol 在 溴 作用下， 以 二氯甲烷 为溶剂， 反应 0.05h， 生成 Acetic acid 5-(3-acetoxy-1,2-dibromo-propyl)-2-(4-acetoxy-3-methoxy-phenyl)-7-methoxy-2,3-dihydro-benzofuran-3-ylmethyl ester
  参考文献：
  名称：

  Are Lignins Optically Active?

  摘要：

  The accepted derivation of lignins from non(enzymatically)-controlled radical coupling reactions has been recently challenged, and it is relevant to ascertain unequivocally whether lignins are or are not (as normally assumed) optically active. Two approaches were used. First, DFRC (derivatization followed by reductive cleavage) dimers derived from beta-5- and beta-beta-units in pine lignins, which certainly retain unaltered chiral centers (as well as beta-1- and beta-O-4-units where the intactness may be debated), were shown to be optically inactive by circular dichroism (CD) and chiral highperformance liquid chromatography. CD of beta-5-derived dimers following enantiomeric separation readily demonstrated the sensitivity of the method. Second, no optical activity could be detected (above 250 nm to avoid carbohydrate contributions) by CD of lignin isolates from pine, kenaf, maize, or a CAD-deficient pine mutant. Representative lignins are therefore not, within limits of detection by these methods, optically active.

  DOI：

  10.1021/jf9901136