3-Benzyloxy-7,7-dimethyl-7,8-dihydro-6H-chromene-2,5-dione | 212517-27-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Benzyloxy-7,7-dimethyl-7,8-dihydro-6H-chromene-2,5-dione
• 英文别名: 7,7-Dimethyl-3-phenylmethoxy-6,8-dihydrochromene-2,5-dione
• CAS: 212517-27-6
• 化学式: C₁₈H₁₈O₄
• 分子量: 298.339
• InChiKey: GKAMRGWXTZXSKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-Benzyloxy-7,7-dimethyl-7,8-dihydro-6H-chromene-2,5-dione 在 palladium on activated charcoal 氢气 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以92%的产率得到3-Hydroxy-7,7-dimethyl-7,8-dihydro-6H-chromene-2,5-dione
  参考文献：
  名称：

  The synthesis and transformations of substituted 2-hydroxy-3-dimethylaminopropenoates. The preparation of condensed 3-hydroxypyran-2-ones

  摘要：

  A convenient synthesis of substituted 2-hydroxy-3-dimethylaminopropenoates is reported. They react with cyclic 1,3-diketones, with aromatic and heteroaromatic hydroxy compounds to afford the corresponding 3-substituted hydroxytetrahydro-2H-1-benzopyran-2-ones, benzo- and naphthopyran-2-ones and azolo- and azinopyran-2-ones, respectively. Catalytic debenzylation of 3-benzyloxy substituted fused pyran-2-ones gives free 3-hydroxy derivatives. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00534-1
• 作为产物：
  描述：

  2-苯基甲氧基乙酸甲酯 在 溶剂黄146 作用下， 反应 4.0h， 生成 3-Benzyloxy-7,7-dimethyl-7,8-dihydro-6H-chromene-2,5-dione
  参考文献：
  名称：

  The synthesis and transformations of substituted 2-hydroxy-3-dimethylaminopropenoates. The preparation of condensed 3-hydroxypyran-2-ones

  摘要：

  A convenient synthesis of substituted 2-hydroxy-3-dimethylaminopropenoates is reported. They react with cyclic 1,3-diketones, with aromatic and heteroaromatic hydroxy compounds to afford the corresponding 3-substituted hydroxytetrahydro-2H-1-benzopyran-2-ones, benzo- and naphthopyran-2-ones and azolo- and azinopyran-2-ones, respectively. Catalytic debenzylation of 3-benzyloxy substituted fused pyran-2-ones gives free 3-hydroxy derivatives. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00534-1

文献信息

• The synthesis and transformations of substituted 2-hydroxy-3-dimethylaminopropenoates. The preparation of condensed 3-hydroxypyran-2-ones
  作者：Janez Smodiš、Branko Stanovnik

  DOI：10.1016/s0040-4020(98)00534-1

  日期：1998.8

  A convenient synthesis of substituted 2-hydroxy-3-dimethylaminopropenoates is reported. They react with cyclic 1,3-diketones, with aromatic and heteroaromatic hydroxy compounds to afford the corresponding 3-substituted hydroxytetrahydro-2H-1-benzopyran-2-ones, benzo- and naphthopyran-2-ones and azolo- and azinopyran-2-ones, respectively. Catalytic debenzylation of 3-benzyloxy substituted fused pyran-2-ones gives free 3-hydroxy derivatives. (C) 1998 Elsevier Science Ltd. All rights reserved.