10,11-dihydro-10-hydroxy-3,4-dimethoxy-6,7-methylenedioxy-dibenz(b,f)oxepine | 168776-05-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噁庚英
• 英文名称: 10,11-dihydro-10-hydroxy-3,4-dimethoxy-6,7-methylenedioxy-dibenz(b,f)oxepine
• 英文别名: 4,5-Dimethoxy-2,15,17-trioxatetracyclo[9.7.0.03,8.014,18]octadeca-1(11),3(8),4,6,12,14(18)-hexaen-10-ol
• CAS: 168776-05-4
• 化学式: C₁₇H₁₆O₆
• 分子量: 316.31
• InChiKey: FIWSCJDJNXKJCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  10,11-dihydro-10-hydroxy-3,4-dimethoxy-6,7-methylenedioxy-dibenz(b,f)oxepine 在 吡啶 、 盐酸 、 potassium tert-butylate 、 氧气 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 8,9-dimethoxy-6,7-methylenedioxy<1>benzoxepino<2,3,4-ij>isoquinolin-12-one
  参考文献：
  名称：

  Synthesis of α-hydroxy-tetradehydrocularines

  摘要：

  The first total synthesis of an alpha-hydroxytetradehydrocularine is described. The synthesis was based on the construction of a dibenzoxepinone followed by assembly of the isoquinoline heteroring. As a result, the structure of the alkaloid linaresine should be revised.

  DOI：

  10.1016/s0040-4039(00)60782-7
• 作为产物：
  描述：

  2-bromo-1-chloromethyl-3,4-dimethoxy-benzene 在 吡啶 、 盐酸 、 sodium tetrahydroborate 、 正丁基锂 、 oxonium 、 potassium carbonate 、 copper(II) oxide 作用下， 以 乙腈 为溶剂， 生成 10,11-dihydro-10-hydroxy-3,4-dimethoxy-6,7-methylenedioxy-dibenz(b,f)oxepine
  参考文献：
  名称：

  Synthesis of α-hydroxy-tetradehydrocularines

  摘要：

  The first total synthesis of an alpha-hydroxytetradehydrocularine is described. The synthesis was based on the construction of a dibenzoxepinone followed by assembly of the isoquinoline heteroring. As a result, the structure of the alkaloid linaresine should be revised.

  DOI：

  10.1016/s0040-4039(00)60782-7

文献信息

• Total synthesis of cularine alkaloids via dibenzoxepines as key intermediates
  作者：Alberto Garcia、Luis Castedo、Domingo Domínguez

  DOI：10.1016/0040-4020(95)00473-l

  日期：1995.7

  The total synthesis of several cularine alkaloids (cularine, oxocularine, dioxocularine and 4-hydroxycularine) via 10,11-dihydrodibenz(b,f)oxepin-10-ones as key intermediates is reported.

  据报道，通过10,11-dihydrodibenz（b，f）oxepin-10-ones作为关键中间体，可以合成几种lenine生物碱（lenine，oxocularine，dioxocularine和4-hydroxyphthaline）。
• Synthesis of α-hydroxy-tetradehydrocularines
  作者：Alberto García、Luis Castedo、Domingo Domínguez

  DOI：10.1016/s0040-4039(00)60782-7

  日期：1993.3

  The first total synthesis of an alpha-hydroxytetradehydrocularine is described. The synthesis was based on the construction of a dibenzoxepinone followed by assembly of the isoquinoline heteroring. As a result, the structure of the alkaloid linaresine should be revised.