5,6,7-trimethoxynaphthalene-2-carboxylic acid ethyl ester | 69791-84-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5,6,7-trimethoxynaphthalene-2-carboxylic acid ethyl ester
• 英文别名: Ethyl 5,6,7-trimethoxynaphthalene-2-carboxylate；ethyl 5,6,7-trimethoxynaphthalene-2-carboxylate
• CAS: 69791-84-0
• 化学式: C₁₆H₁₈O₅
• 分子量: 290.316
• InChiKey: FZERRYYNXCYWDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-[hydroxy(3,4,5-trimethoxyphenyl)methyl]buta-2,3-dienoic acid ethyl ester 在 silver tetrafluoroborate 、 三苯基膦氯金 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以38%的产率得到5,6,7-trimethoxynaphthalene-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Indium-Mediated Regio- and Chemoselective Synthesis of α-Hydroxyalkyl Allenic Esters and Gold-Catalyzed Cyclizations to Ethyl 2-Naphthoate Derivatives

  摘要：

  The regio- and chemoselective synthetic method of functionalized alpha-hydroxyalkyl allenic esters was developed from the reactions of various aldehydes with organoindium reagent generated in situ from indium and ethyl 4-bromobutynoate. The alpha-hydroxyalkyl allenic esters possessing electron-donating groups were cyclized to ethyl 2-naphthoate derivatives through intramolecular C-alkylation catalyzed by gold salts.

  DOI：

  10.1021/ol801196g

文献信息

• Indium-Mediated Regio- and Chemoselective Synthesis of α-Hydroxyalkyl Allenic Esters and Gold-Catalyzed Cyclizations to Ethyl 2-Naphthoate Derivatives
  作者：Chansoo Park、Phil Ho Lee

  DOI：10.1021/ol801196g

  日期：2008.8.7

  The regio- and chemoselective synthetic method of functionalized alpha-hydroxyalkyl allenic esters was developed from the reactions of various aldehydes with organoindium reagent generated in situ from indium and ethyl 4-bromobutynoate. The alpha-hydroxyalkyl allenic esters possessing electron-donating groups were cyclized to ethyl 2-naphthoate derivatives through intramolecular C-alkylation catalyzed by gold salts.