2'-Acetoxy-4',6',3,4-tetramethoxychalkon | 54987-77-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2'-Acetoxy-4',6',3,4-tetramethoxychalkon
• 英文别名: 3.4.4'.6'-tetramethoxy-2'-acetoxy-trans-chalcone；2'-acetoxy-3,4,4',6'-tetramethoxy-chalcone；3.4.4'.6'-Tetramethoxy-2'-acetoxy-trans-chalkon；2'-Acetoxy-3,4,4',6'-tetramethoxy-chalkon；[2-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]-3,5-dimethoxyphenyl] acetate
• CAS: 54987-77-8
• 化学式: C₂₁H₂₂O₇
• 分子量: 386.401
• InChiKey: OZMHSFMPDFXNBR-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2'-Acetoxy-4',6',3,4-tetramethoxychalkon 在 tetra-N-butylammonium tribromide 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到[2-[2,3-Dibromo-3-(3,4-dimethoxyphenyl)propanoyl]-3,5-dimethoxyphenyl] acetate
  参考文献：
  名称：

  An environmentally benign synthesis of aurones and flavones from 2′-acetoxychalcones using n -tetrabutylammonium tribromide

  摘要：

  A wide variety of aurones (3a-f) can be prepared exclusively from 2'-acetoxychalcones (1a-f) in high yields in two steps, by bromination using n-tetrabutylammonium tribromide (TBATB) in the presence of CaCO3 in CH2Cl2-MeOH (5:2) at 0-5 degreesC followed by cyclization of the brominated. products 2a-f on treating with 0.2 M ethanolic KOH solution at 0-5 degreesC, respectively. In contrast various flavone derivatives 6a-f can be obtained exclusively from compounds 1a-f in fairly good yields, by brominating with the same reagent in CH2Cl2, followed by dehydrobromination and finally cyclization on treating with 0.1 M NaOMe solution. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01938-4
• 作为产物：
  描述：

  2'-hydroxy-3,4,4',6'-tetramethoxychalcone 生成 2'-Acetoxy-4',6',3,4-tetramethoxychalkon
  参考文献：
  名称：

  CCXXVIII。—天然葡萄糖苷。第三部分 生物酶残基在橙皮苷中的位置

  摘要：

  DOI：

  10.1039/jr9310001704

文献信息

• An environmentally benign synthesis of aurones and flavones from 2′-acetoxychalcones using n -tetrabutylammonium tribromide
  作者：Gopal Bose、Ejabul Mondal、Abu T Khan、Manob J Bordoloi

  DOI：10.1016/s0040-4039(01)01938-4

  日期：2001.12

  A wide variety of aurones (3a-f) can be prepared exclusively from 2'-acetoxychalcones (1a-f) in high yields in two steps, by bromination using n-tetrabutylammonium tribromide (TBATB) in the presence of CaCO3 in CH2Cl2-MeOH (5:2) at 0-5 degreesC followed by cyclization of the brominated. products 2a-f on treating with 0.2 M ethanolic KOH solution at 0-5 degreesC, respectively. In contrast various flavone derivatives 6a-f can be obtained exclusively from compounds 1a-f in fairly good yields, by brominating with the same reagent in CH2Cl2, followed by dehydrobromination and finally cyclization on treating with 0.1 M NaOMe solution. (C) 2001 Elsevier Science Ltd. All rights reserved.
• CCXXVIII.—Natural glucosides. Part III. The position of the biose residue in hesperidin
  作者：Frederick E. King、Alexander Robertson

  DOI：10.1039/jr9310001704

  日期：——