2,5-Diacetyl-7-hydroxy-3-(4-hydroxyphenyl)chromen-4-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 2,5-Diacetyl-7-hydroxy-3-(4-hydroxyphenyl)chromen-4-one
• 英文别名: 2,5-diacetyl-7-hydroxy-3-(4-hydroxyphenyl)chromen-4-one
• 化学式: C₁₉H₁₄O₆
• 分子量: 338.3
• InChiKey: JPMFEGXAIYWASH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

文献信息

• [EN] SYNTHESIS OF ISOFLAVANES AND INTERMEDIATES THEREOF<br/>[FR] SYNTHÈSE D'ISOFLAVONES ET INTERMÉDIAIRES DE CELLES-CI
  申请人：SYSTEM BIOLOG AG

  公开号：WO2016038061A1

  公开（公告）日：2016-03-17

  Subject of the invention is a method for enantioselective production of an isoflavane from an isoflavone, comprising the steps: (a) selectively reducing the isoflavone, such that the 4-keto group of the isoflavone is converted to a 4-hydroxy group, and the 2,3-double bond of the isoflavone is converted to a 2,3-single bond, thereby obtaining a 4-hydroxy intermediate, and (b) reacting the 4-hydroxy intermediate with a chiral reagent, such that a chiral group is covalently attached to the C4-position of the 4-hydroxy intermediate, thereby obtaining a chiral intermediate. The invention also relates to intermediates of formulae (IV), (V), (VI) and (VII) obtainable in the inventive process.

  该发明涉及一种从异黄酮生产异黄素的对映选择性方法，包括以下步骤：(a) 选择性还原异黄酮，使得异黄酮的4-酮基转化为4-羟基，并使得异黄酮的2,3-双键转化为2,3-单键，从而获得4-羟基中间体；(b) 将4-羟基中间体与手性试剂反应，使得手性基团共价连接到4-羟基中间体的C4位置，从而获得手性中间体。该发明还涉及在该创新过程中可获得的式(IV)、(V)、(VI)和(VII)的中间体。
• Synthesis of isoflavanes and intermediates thereof
  申请人：System Biologie AG

  公开号：US10030003B2

  公开（公告）日：2018-07-24

  Subject of the invention is a method for enantioselective production of an isoflavane from an isoflavone, comprising the steps: (a) selectively reducing the isoflavone, such that the 4-keto group of the isoflavone is converted to a 4-hydroxy group, and the 2,3-double bond of the isoflavone is converted to a 2,3-single bond, thereby obtaining a 4-hydroxy intermediate, and (b) reacting the 4-hydroxy intermediate with a chiral reagent, such that a chiral group is covalently attached to the C4-position of the 4-hydroxy intermediate, thereby obtaining a chiral intermediate. The invention also relates to intermediates of formulae (IV), (V), (VI) and (VII) obtainable in the inventive process.

  本发明的主题是一种从异黄酮对映体选择性生产异黄烷的方法，包括以下步骤：(a) 选择性还原异黄酮，使异黄酮的 4-酮基转化为 4-羟基，异黄酮的 2，3-双键转化为 2，3-单键，从而得到 4-羟基中间体，以及 (b) 使 4-羟基中间体与手性试剂反应，使手性基团共价连接到 4-羟基中间体的 C4 位，从而得到手性中间体。本发明还涉及可在本发明工艺中获得的式 (IV)、(V)、(VI) 和 (VII) 的中间体。
• SYNTHESIS OF ISOFLAVANES AND INTERMEDIATES THEREOF
  申请人：System Biologie AG

  公开号：EP3191464B1

  公开（公告）日：2019-11-06
• Synthesis of Isoflavanes and Intermediates Thereof
  申请人：System Biologie AG

  公开号：US20170283389A1

  公开（公告）日：2017-10-05

  Subject of the invention is a method for enantioselective production of an isoflavane from an isoflavone, comprising the steps: (a) selectively reducing the isoflavone, such that the 4-keto group of the isoflavone is converted to a 4-hydroxy group, and the 2,3-double bond of the isoflavone is converted to a 2,3-single bond, thereby obtaining a 4-hydroxy intermediate, and (b) reacting the 4-hydroxy intermediate with a chiral reagent, such that a chiral group is covalently attached to the C4-position of the 4-hydroxy intermediate, thereby obtaining a chiral intermediate. The invention also relates to intermediates of formulae (IV), (V), (VI) and (VII) obtainable in the inventive process.