7,4'-di-triisopropylsilyloxy-isoxanthohumol | 906368-84-1

• 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: 7,4'-di-triisopropylsilyloxy-isoxanthohumol
• 英文别名: 7,4''-di-triisopropylsiloxy-isoxanthohumol；5-Methoxy-8-(3-methylbut-2-enyl)-7-tri(propan-2-yl)silyloxy-2-[4-tri(propan-2-yl)silyloxyphenyl]-2,3-dihydrochromen-4-one
• CAS: 906368-84-1
• 化学式: C₃₉H₆₂O₅Si₂
• 分子量: 667.089
• InChiKey: XHGIASSVGJNENS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.02
• 重原子数：
  46
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7,4'-di-triisopropylsilyloxy-isoxanthohumol 在 aluminum tri-bromide 作用下， 以 二氯甲烷 为溶剂， 生成 7,4'-di-triisopropylsilyloxy-8-prenylnaringenin
  参考文献：
  名称：

  An efficient synthesis of the phytoestrogen 8-prenylnaringenin from xanthohumol by a novel demethylation process

  摘要：

  8-Prenynaringenin, a flavonoid, is the strongest known phytoestrogen (plant derived estrogen mimic) used in phytomedicinal applications. Starting from xanthohumol a byproduct of hops-extraction, 8-prenylnaringenin can be synthesized via isoxanthohumol. Of various demethylation procedures tested, the best yield (92%) is obtained by treatment with scandium trifluoromethanesulfonate and potassium iodide without any need of protection. The demethylation with AlBr3/collidine and of the TIPS protected isoxanthohumol provides good results too. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.060
• 作为产物：
  描述：

  黄腐酚 在 咪唑 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 2.0h， 生成 7,4'-di-triisopropylsilyloxy-isoxanthohumol
  参考文献：
  名称：

  An efficient synthesis of the phytoestrogen 8-prenylnaringenin from xanthohumol by a novel demethylation process

  摘要：

  8-Prenynaringenin, a flavonoid, is the strongest known phytoestrogen (plant derived estrogen mimic) used in phytomedicinal applications. Starting from xanthohumol a byproduct of hops-extraction, 8-prenylnaringenin can be synthesized via isoxanthohumol. Of various demethylation procedures tested, the best yield (92%) is obtained by treatment with scandium trifluoromethanesulfonate and potassium iodide without any need of protection. The demethylation with AlBr3/collidine and of the TIPS protected isoxanthohumol provides good results too. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.060

文献信息

• WO2006/99914
  申请人：——

  公开号：——

  公开（公告）日：——