galangin | 1616280-26-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: galangin
• CAS: 1616280-26-2
• 化学式: C₃₉H₃₂O₇
• 分子量: 612.679
• InChiKey: MDZZUEGSBXWDLZ-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  galangin 在 三氯化硼 作用下， 以 正庚烷 、 二氯甲烷 为溶剂， 反应 2.0h， 以91%的产率得到(±)-8-[1-(4'-hydroxy-3'-methoxyphenyl)prop-2-en-1-yl]-galangin
  参考文献：
  名称：

  Gram-scale synthesis of anti-pancreatic flavonoids (±)-8-[1-(4′-hydroxy-3′-methoxyphenyl)prop-2-en-1-yl]-chrysin and -galangin

  摘要：

  Gram-scale total synthesis of (+/-)-8-[1-(4'-hydroxy-3'-methoxyphenyl)prop-2-en-1-yl]-galangin (1) and -chrysin (2) has been accomplished in eight steps from commercially available phloroglucinol and three steps from commercially available chrysin, respectively, featuring an efficient introduction of C(8) (1-prop-2-en-1-yl)phenyl moiety in the natural products through chemo- and regioselective cinnamylation and regioselective aromatic Claisen rearrangement. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.05.057
• 作为产物：
  描述：

  galangin 反应 3.0h， 以82%的产率得到galangin
  参考文献：
  名称：

  Gram-scale synthesis of anti-pancreatic flavonoids (±)-8-[1-(4′-hydroxy-3′-methoxyphenyl)prop-2-en-1-yl]-chrysin and -galangin

  摘要：

  Gram-scale total synthesis of (+/-)-8-[1-(4'-hydroxy-3'-methoxyphenyl)prop-2-en-1-yl]-galangin (1) and -chrysin (2) has been accomplished in eight steps from commercially available phloroglucinol and three steps from commercially available chrysin, respectively, featuring an efficient introduction of C(8) (1-prop-2-en-1-yl)phenyl moiety in the natural products through chemo- and regioselective cinnamylation and regioselective aromatic Claisen rearrangement. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.05.057