2,2-dimethyl-propionic acid 5-hydroxy-7-methoxy-4-oxo-1,2,3,4-tetrahydro-naphthalen-1-yl ester | 616892-34-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2,2-dimethyl-propionic acid 5-hydroxy-7-methoxy-4-oxo-1,2,3,4-tetrahydro-naphthalen-1-yl ester
• 英文别名: 5-hydroxy-7-methoxy-4-oxo-1,2,3,4-tetrahydronaphthalen-1-yl pivalate；(5-hydroxy-7-methoxy-4-oxo-2,3-dihydro-1H-naphthalen-1-yl) 2,2-dimethylpropanoate
• CAS: 616892-34-3
• 化学式: C₁₆H₂₀O₅
• 分子量: 292.332
• InChiKey: WJVOTAVYRWLQEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-propionic acid 5-hydroxy-7-methoxy-4-oxo-1,2,3,4-tetrahydro-naphthalen-1-yl ester 在 正丁基锂 、 四氯化钛 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 2.75h， 生成 2,2-dimethyl-propionic acid 5-hydroxy-7-methoxy-6-vinyl-4-oxo-1,2,3,4-tetrahydro-naphthalen-1-yl ester
  参考文献：
  名称：

  Total Synthesis of 10-Norparvulenone and of O-Methylasparvenone Using a Xanthate-Mediated Free Radical Addition−Cyclization Sequence

  摘要：

  A short synthesis of (+/-)-10-norparvulenone and (+/-)-O-methylasparvenone was developed starting from commercially available m-methoxyphenol, hinging on a xanthate-mediated addition-cyclization sequence for the construction of the alpha-tetralone subunit.

  DOI：

  10.1021/ol035394o
• 作为产物：
  描述：

  dithiocarbonic acid ethyl ester [2-(2-hydroxy-4-methoxy-phenyl)-2-oxo-ethyl] ester 在 吡啶 、 过氧化双月桂酰 、 乙酸酐 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 33.5h， 生成 2,2-dimethyl-propionic acid 5-hydroxy-7-methoxy-4-oxo-1,2,3,4-tetrahydro-naphthalen-1-yl ester
  参考文献：
  名称：

  Total Synthesis of 10-Norparvulenone and of O-Methylasparvenone Using a Xanthate-Mediated Free Radical Addition−Cyclization Sequence

  摘要：

  A short synthesis of (+/-)-10-norparvulenone and (+/-)-O-methylasparvenone was developed starting from commercially available m-methoxyphenol, hinging on a xanthate-mediated addition-cyclization sequence for the construction of the alpha-tetralone subunit.

  DOI：

  10.1021/ol035394o

文献信息

• A radical-based approach to hydroxytetralones from unprotected phenols
  作者：Laurent Petit、Samir Z. Zard

  DOI：10.1039/c0cc00680g

  日期：——

  Xanthates derived from unprotected 2-hydroxyacetophenones undergo smooth intermolecular addition to unactivated alkenes and subsequent cyclisation to give hydroxytetralones in good yield.

  未受保护的2-羟基乙酰苯酮衍生的黄原酸盐能够顺利地对非活化烯烃进行分子间加成，随后环化生成高产率的羟基四氢萘酮。
• Total Synthesis of 10-Norparvulenone and of <i>O</i>-Methylasparvenone Using a Xanthate-Mediated Free Radical Addition−Cyclization Sequence
  作者：Alejandro Cordero Vargas、Béatrice Quiclet-Sire、Samir Z. Zard

  DOI：10.1021/ol035394o

  日期：2003.10.1

  A short synthesis of (+/-)-10-norparvulenone and (+/-)-O-methylasparvenone was developed starting from commercially available m-methoxyphenol, hinging on a xanthate-mediated addition-cyclization sequence for the construction of the alpha-tetralone subunit.