methyl 2,4,6-trihydroxy-3-(3'-methyl-2'-butenyl)benzoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 2,4,6-trihydroxy-3-(3'-methyl-2'-butenyl)benzoate
• 英文别名: methyl 2,6-dihydroxy-4-methoxy3-(3'-methyl-2'-butenyl)-benzoate；Cowaphloroglucinol；methyl 2,4,6-trihydroxy-3-(3-methylbut-2-enyl)benzoate
• 化学式: C₁₃H₁₆O₅
• 分子量: 252.267
• InChiKey: NIRHYMAEGVHRAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 2,4,6-trihydroxy-3-(3'-methyl-2'-butenyl)benzoate 在 potassium carbonate 、 potassium hydroxide 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 生成
  参考文献：
  名称：

  First total synthesis of (±)-malaysianone A and (±)-tanariflavanones B

  摘要：

  A concise approach for the first total synthesis of two naturally occurring flavanoids, (+/-)-malaysianone A (1) and (+/-)-tanariflavanones B (2), has been accomplished with total yields of 12.9% and 10.4%, respectively. The key steps were regioselective deprotection and regioselective synthesis of 5-formaldehyde-8-hydroxy-2-[4'-methyl-3'-penteneyl]-dihydro-1-benzopyran (8). (C) 2013 Jin-Hui Yang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.07.007
• 作为产物：
  描述：

  2,4,6-三羟基苯乙酮一水合物 、 1-溴-3-甲基-2-丁烯 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以35%的产率得到methyl 2,4,6-trihydroxy-3-(3'-methyl-2'-butenyl)benzoate
  参考文献：
  名称：

  First total synthesis of (±)-malaysianone A and (±)-tanariflavanones B

  摘要：

  A concise approach for the first total synthesis of two naturally occurring flavanoids, (+/-)-malaysianone A (1) and (+/-)-tanariflavanones B (2), has been accomplished with total yields of 12.9% and 10.4%, respectively. The key steps were regioselective deprotection and regioselective synthesis of 5-formaldehyde-8-hydroxy-2-[4'-methyl-3'-penteneyl]-dihydro-1-benzopyran (8). (C) 2013 Jin-Hui Yang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.07.007

文献信息

• First total synthesis of (±)-malaysianone A and (±)-tanariflavanones B
  作者：Jin-Hui Yang、Bing-Bing Chen、Yi-Min Xie、Yao Feng、Xiao-Qin Ma

  DOI：10.1016/j.cclet.2013.07.007

  日期：2013.11

  A concise approach for the first total synthesis of two naturally occurring flavanoids, (+/-)-malaysianone A (1) and (+/-)-tanariflavanones B (2), has been accomplished with total yields of 12.9% and 10.4%, respectively. The key steps were regioselective deprotection and regioselective synthesis of 5-formaldehyde-8-hydroxy-2-[4'-methyl-3'-penteneyl]-dihydro-1-benzopyran (8). (C) 2013 Jin-Hui Yang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.