2-[3,4,5-tris(phenylmethoxy)phenyl]-4H-chromen-3-one | 943753-30-8

• 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: 2-[3,4,5-tris(phenylmethoxy)phenyl]-4H-chromen-3-one
• CAS: 943753-30-8
• 化学式: C₃₆H₃₀O₅
• 分子量: 542.631
• InChiKey: GCODLQWPRDSHTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  41
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  2-[3,4,5-tris(phenylmethoxy)phenyl]-4H-chromen-3-one 在 L-Selectride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以55 mg的产率得到(2R,3R)-2-[3,4,5-tris(phenylmethoxy)phenyl]-3,4-dihydro-2H-chromen-3-ol
  参考文献：
  名称：

  Concise synthesis of dideoxy-epigallocatechin gallate (DO-EGCG) and evaluation of its anti-influenza virus activity

  摘要：

  Dideoxy-epigallocatechin gallate (DO-EGCG) (2), a simplified analog of naturally occurring EGCG (1), was efficiently prepared by directly introducing a ketone group at C3 and successive reduction to the sec-alcohol with 2,3-cis stereochemistry. Compound 2 showed potent anti-influenza virus activity, indicating that the hydroxyl substituents on the A-ring are not crucial for antiinfluenza virus activity. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.041
• 作为产物：
  描述：

  3-nitro-2-[3,4,5-tris(phenylmethoxy)phenyl]-2H-chromene 在 titanium(III) chloride 、 ammonium acetate 、 溶剂黄146 作用下， 以 1,4-二氧六环 为溶剂， 反应 17.0h， 生成 2-[3,4,5-tris(phenylmethoxy)phenyl]-4H-chromen-3-one
  参考文献：
  名称：

  Concise synthesis of dideoxy-epigallocatechin gallate (DO-EGCG) and evaluation of its anti-influenza virus activity

  摘要：

  Dideoxy-epigallocatechin gallate (DO-EGCG) (2), a simplified analog of naturally occurring EGCG (1), was efficiently prepared by directly introducing a ketone group at C3 and successive reduction to the sec-alcohol with 2,3-cis stereochemistry. Compound 2 showed potent anti-influenza virus activity, indicating that the hydroxyl substituents on the A-ring are not crucial for antiinfluenza virus activity. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.041

文献信息

• Concise synthesis of dideoxy-epigallocatechin gallate (DO-EGCG) and evaluation of its anti-influenza virus activity
  作者：Takumi Furuta、Yasuo Hirooka、Ayako Abe、Yusuke Sugata、Mitsuru Ueda、Kouki Murakami、Takashi Suzuki、Kiyoshi Tanaka、Toshiyuki Kan

  DOI：10.1016/j.bmcl.2007.03.041

  日期：2007.6

  Dideoxy-epigallocatechin gallate (DO-EGCG) (2), a simplified analog of naturally occurring EGCG (1), was efficiently prepared by directly introducing a ketone group at C3 and successive reduction to the sec-alcohol with 2,3-cis stereochemistry. Compound 2 showed potent anti-influenza virus activity, indicating that the hydroxyl substituents on the A-ring are not crucial for antiinfluenza virus activity. (C) 2007 Elsevier Ltd. All rights reserved.