3-(methoxy(methyl)amino)-1-(4-methoxyphenyl)-3-oxopropyl 2-(2-(tert-butyldimethylsilyloxy)-2-(4-(tert-butyldimethylsilyloxy)phenyl)ethyl)-4,6-dihydroxybenzoate | 1449521-92-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3-(methoxy(methyl)amino)-1-(4-methoxyphenyl)-3-oxopropyl 2-(2-(tert-butyldimethylsilyloxy)-2-(4-(tert-butyldimethylsilyloxy)phenyl)ethyl)-4,6-dihydroxybenzoate
• 英文别名: [3-[Methoxy(methyl)amino]-1-(4-methoxyphenyl)-3-oxopropyl] 2-[2-[tert-butyl(dimethyl)silyl]oxy-2-[4-[tert-butyl(dimethyl)silyl]oxyphenyl]ethyl]-4,6-dihydroxybenzoate；[3-[methoxy(methyl)amino]-1-(4-methoxyphenyl)-3-oxopropyl] 2-[2-[tert-butyl(dimethyl)silyl]oxy-2-[4-[tert-butyl(dimethyl)silyl]oxyphenyl]ethyl]-4,6-dihydroxybenzoate
• CAS: 1449521-92-9
• 化学式: C₃₉H₅₇NO₉Si₂
• 分子量: 740.054
• InChiKey: JWHXXYSYGKXCIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  51
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  124
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  3-(methoxy(methyl)amino)-1-(4-methoxyphenyl)-3-oxopropyl 2-(2-(tert-butyldimethylsilyloxy)-2-(4-(tert-butyldimethylsilyloxy)phenyl)ethyl)-4,6-dihydroxybenzoate 、 碘甲烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 2.0h， 以71%的产率得到[3-[Methoxy(methyl)amino]-1-(4-methoxyphenyl)-3-oxopropyl] 2-[2-[tert-butyl(dimethyl)silyl]oxy-2-[4-[tert-butyl(dimethyl)silyl]oxyphenyl]ethyl]-4,6-dimethoxybenzoate
  参考文献：
  名称：

  Synthetic studies towards tragoponol: preparation of a highly functionalized resorcylate

  摘要：

  Studies on the synthesis of racemic tragoponol are described. The western resorcylate unit of tragoponol was efficiently constructed from appropriate diketo-dioxinone and secondary alcohol intermediates using a ketene generation-trapping and aromatization sequence. Further functionalization provided an advanced diketo-dioxinone intermediate which upon desilylation resulted in the formation of a dihydroisocoumarin. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.044
• 作为产物：
  描述：

  3-(4-羟基苯基)-3-氧代丙酸乙酯 在 咪唑 、 sodium tetrahydroborate 、 乙醇 、 异丙基氯化镁 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 异丙醇 、 甲苯 为溶剂， 反应 28.25h， 生成 3-(methoxy(methyl)amino)-1-(4-methoxyphenyl)-3-oxopropyl 2-(2-(tert-butyldimethylsilyloxy)-2-(4-(tert-butyldimethylsilyloxy)phenyl)ethyl)-4,6-dihydroxybenzoate
  参考文献：
  名称：

  Synthetic studies towards tragoponol: preparation of a highly functionalized resorcylate

  摘要：

  Studies on the synthesis of racemic tragoponol are described. The western resorcylate unit of tragoponol was efficiently constructed from appropriate diketo-dioxinone and secondary alcohol intermediates using a ketene generation-trapping and aromatization sequence. Further functionalization provided an advanced diketo-dioxinone intermediate which upon desilylation resulted in the formation of a dihydroisocoumarin. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.044

文献信息

• Synthetic studies towards tragoponol: preparation of a highly functionalized resorcylate
  作者：Hideki Miyatake-Ondozabal、Anthony G.M. Barrett

  DOI：10.1016/j.tetlet.2013.05.044

  日期：2013.9

  Studies on the synthesis of racemic tragoponol are described. The western resorcylate unit of tragoponol was efficiently constructed from appropriate diketo-dioxinone and secondary alcohol intermediates using a ketene generation-trapping and aromatization sequence. Further functionalization provided an advanced diketo-dioxinone intermediate which upon desilylation resulted in the formation of a dihydroisocoumarin. (C) 2013 Elsevier Ltd. All rights reserved.