Carbonic acid 1-[2-(1-methoxycarbonyloxy-allyl)-phenyl]-allyl ester methyl ester | 524938-82-7

• 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: Carbonic acid 1-[2-(1-methoxycarbonyloxy-allyl)-phenyl]-allyl ester methyl ester
• 英文别名: 1-[2-(1-Methoxycarbonyloxyprop-2-enyl)phenyl]prop-2-enyl methyl carbonate
• CAS: 524938-82-7
• 化学式: C₁₆H₁₈O₆
• 分子量: 306.315
• InChiKey: UXMSZRGBZPKGIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Carbonic acid 1-[2-(1-methoxycarbonyloxy-allyl)-phenyl]-allyl ester methyl ester 在 tris-(dibenzylideneacetone)dipalladium(0) 、 10% palladium on active carbon 氢气 、 1,4-双(二苯基膦)丁烷 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 24.0h， 生成 1,2-bis{3-[2-(acetylamino)-2-deoxy-3,4,6-tri-O-acetyl-D-glucopyranosyloxy]propyl}benzene
  参考文献：
  名称：

  PALLADIUM-CATALYZED SYNTHESIS OF BIS-GLYCOSIDES OF BUT-2-ENE-1,4-DIOL, BUTANE-1,4-DIOL AND 1,2-BIS(PROPENYL)BENZENE

  摘要：

  Palladium(O)-catalyzed reaction of various carbohydrates derived from glucofuranose, mannofuranose, ribofuranose, glucopyranose, and glucosamine, bearing a free hydroxyl group, with 1,4-bis-(methoxycarbonyloxy)but-2-ene afforded the corresponding bis-glycosides of butene-1,4-diol. Hydrogenation in the presence of palladium on charcoal of these unsaturated compounds led to the formation of the bis-glycosides of butane-1,4-diol. The condensation was successfully extended to the bis-carbonate of 1,2-bis[(1-hydroxy)propen-2-yl]benzene and derivatives of glucofuranose, ribofuranose and glucosamine.

  DOI：

  10.1081/car-120016853
• 作为产物：
  描述：

  邻苯二甲醛 在 吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 16.0h， 生成 Carbonic acid 1-[2-(1-methoxycarbonyloxy-allyl)-phenyl]-allyl ester methyl ester
  参考文献：
  名称：

  PALLADIUM-CATALYZED SYNTHESIS OF BIS-GLYCOSIDES OF BUT-2-ENE-1,4-DIOL, BUTANE-1,4-DIOL AND 1,2-BIS(PROPENYL)BENZENE

  摘要：

  Palladium(O)-catalyzed reaction of various carbohydrates derived from glucofuranose, mannofuranose, ribofuranose, glucopyranose, and glucosamine, bearing a free hydroxyl group, with 1,4-bis-(methoxycarbonyloxy)but-2-ene afforded the corresponding bis-glycosides of butene-1,4-diol. Hydrogenation in the presence of palladium on charcoal of these unsaturated compounds led to the formation of the bis-glycosides of butane-1,4-diol. The condensation was successfully extended to the bis-carbonate of 1,2-bis[(1-hydroxy)propen-2-yl]benzene and derivatives of glucofuranose, ribofuranose and glucosamine.

  DOI：

  10.1081/car-120016853

文献信息

• Synthesis of Azacycles Basedon Iridium-Catalyzed Sequential Allylic Amination
  作者：Yoshiji Takemoto、Hideto Miyabe、Kazumasa Yoshida、Yusuke Kobayashi、Akira Matsumura

  DOI：10.1055/s-2003-39317

  日期：——

  The iridium-catalyzed sequential allylic amination of substrates having two allylic carbonate moieties proceeded smoothly, providing the novel method for synthesis of azacycles.

  在铱催化下，具有两个烯丙基碳酸酯分子的底物顺利进行了顺序烯丙基胺化反应，为氮杂环的合成提供了新方法。
• PALLADIUM-CATALYZED SYNTHESIS OF BIS-GLYCOSIDES OF BUT-2-ENE-1,4-DIOL, BUTANE-1,4-DIOL AND 1,2-BIS(PROPENYL)BENZENE
  作者：Denis Sinou、Paul Lhoste、Nathalie Pichon、Boguslaw Kryczka、Stanislaw Porwanski、Annia Zawisza

  DOI：10.1081/car-120016853

  日期：——

  Palladium(O)-catalyzed reaction of various carbohydrates derived from glucofuranose, mannofuranose, ribofuranose, glucopyranose, and glucosamine, bearing a free hydroxyl group, with 1,4-bis-(methoxycarbonyloxy)but-2-ene afforded the corresponding bis-glycosides of butene-1,4-diol. Hydrogenation in the presence of palladium on charcoal of these unsaturated compounds led to the formation of the bis-glycosides of butane-1,4-diol. The condensation was successfully extended to the bis-carbonate of 1,2-bis[(1-hydroxy)propen-2-yl]benzene and derivatives of glucofuranose, ribofuranose and glucosamine.