rel-(3R,3′S,4R,4′S)-3,3′,4,4′-tetrahydro-6, 6′-dimethoxy[3,3′-bi-2H-benzopyran]-4,4′-diol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: rel-(3R,3′S,4R,4′S)-3,3′,4,4′-tetrahydro-6, 6′-dimethoxy[3,3′-bi-2H-benzopyran]-4,4′-diol
• 英文别名: (3R,3′S,4R,4′S)-3,3′,4,4′-tetrahydro-6,6′-dimethoxy[3,3′-bi-2H-benzopyran]-4,4′-diol；rel-(3R,3′S,4R,4′S)-3,3′,4,4′-tetrahydro-6,6′-dimethoxy[3,3′-bi-2H-benzopyran]-4,4'-diol；rel-(3R,3'S,4R,4'S)-3,3',4,4'-tetrahydro-6,6'-dimethoxy[3,3'-bi-2H-benzopyran]-4,4'-diol；(3R,3'S,4R,4'S)-3,3',4,4'-tetrahydro-6,6'-dimethoxy[3,3'-bi-2H-benzopyran]-4,4'-diol；rel-(3R,3S,4R,4S)-3,3,4,4-tetrahydro-6,6-dimethoxy[3,3-bi-2H-benzopyran]-4,4-diol；meso-3,3'-bis(3,4-dihydro-4-hydroxy-6-methoxy-2H-benzopyran)；rel-(3r,3'S,4r,4's)-3,3',4,4'-tetrahydro-6,6'-dimethoxy[3,3'-bi-2h-benzopyran]-4,4'-di-ol；(3S,4S)-3-[(3R,4R)-4-hydroxy-6-methoxy-3,4-dihydro-2H-chromen-3-yl]-6-methoxy-3,4-dihydro-2H-chromen-4-ol
• 化学式: C₂₀H₂₂O₆
• 分子量: 358.391
• InChiKey: ANVSINVPZBSBDR-NFQUHZNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,3'-bis(6-methoxychromone) 在 palladium on activated charcoal sodium tetrahydroborate 、 cerium(III) chloride 、 甲酸铵 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 13.0h， 生成 rel-(3R,3′S,4R,4′S)-3,3′,4,4′-tetrahydro-6, 6′-dimethoxy[3,3′-bi-2H-benzopyran]-4,4′-diol
  参考文献：
  名称：

  Synthesis of (±)-3,3′-bis(4-hydroxy-2H-benzopyran): a literature correction

  摘要：

  The synthesis of bisbenzopyran-4-ol (1) was performed through the key steps of iodination, nickel(0)-modified Ullmann-type reaction, hydrogen-transfer hydrogenation and diastereoselective reduction. The X-ray diffraction experiment of compound 9 confirmed that the reported structure in the literature was not the real natural product. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00816-x

文献信息

• Synthesis of (±)-3,3′-bis(4-hydroxy-2H-benzopyran): a literature correction
  作者：Ran Hong、Jun Feng、Rob Hoen、Guo-qiang Lin

  DOI：10.1016/s0040-4020(01)00816-x

  日期：2001.10

  The synthesis of bisbenzopyran-4-ol (1) was performed through the key steps of iodination, nickel(0)-modified Ullmann-type reaction, hydrogen-transfer hydrogenation and diastereoselective reduction. The X-ray diffraction experiment of compound 9 confirmed that the reported structure in the literature was not the real natural product. (C) 2001 Elsevier Science Ltd. All rights reserved.