(4aS,12bR)-8,10-二甲氧基-2,5,5-三甲基-3,4,4a,12b-四氢萘并[3,2-c]异苯并吡喃-7,12-二酮 | 137109-43-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 中文名称: (4aS,12bR)-8,10-二甲氧基-2,5,5-三甲基-3,4,4a,12b-四氢萘并[3,2-c]异苯并吡喃-7,12-二酮
• 英文名称: (4aS,12bR)-8,10-Dimethoxy-2,5,5-trimethyl-3,4a,5,12b-tetrahydro-4H-6-oxa-benzo[a]anthracene-7,12-dione
• 英文别名: Naphthgeranine A；(4aS,12bR)-8,10-dimethoxy-2,5,5-trimethyl-3,4,4a,12b-tetrahydronaphtho[2,3-c]isochromene-7,12-dione
• CAS: 137109-43-4
• 化学式: C₂₂H₂₄O₅
• 分子量: 368.43
• InChiKey: UXJQIMIAQWIAOG-HIFRSBDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (6aS,10aR)-1,4-Dimethoxy-6,6,9-trimethyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromene 在 silver(II) oxide 、 硝酸 、 silica gel 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (4aS,12bR)-8,10-二甲氧基-2,5,5-三甲基-3,4,4a,12b-四氢萘并[3,2-c]异苯并吡喃-7,12-二酮
  参考文献：
  名称：

  A Diels–Alder strategy towards a benzonaphthopyranoquinone

  摘要：

  Reaction of a suitably protected aryllithium derivative with citral, and subsequent deprotection and cyclization was used to obtain dibenzopyran 5, a precursor of the tricyclic quinone 6. Diels-Alder reaction of 6 with 1,3-dimethoxy-1-trimethylsilyloxy-1,3-butadiene 7 led to befizonaphthopyranoquinone 8. The regioselectivity in the dienophilic partner is governed by the remote oxygen of the pyran ring. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02150-x

文献信息

• A Diels–Alder strategy towards a benzonaphthopyranoquinone
  作者：Ricardo A Tapia、Luz Alegrı́a、Jaime A Valderrama、Manuel Cortés、Félix Pautet、Houda Fillion

  DOI：10.1016/s0040-4039(00)02150-x

  日期：2001.1

  Reaction of a suitably protected aryllithium derivative with citral, and subsequent deprotection and cyclization was used to obtain dibenzopyran 5, a precursor of the tricyclic quinone 6. Diels-Alder reaction of 6 with 1,3-dimethoxy-1-trimethylsilyloxy-1,3-butadiene 7 led to befizonaphthopyranoquinone 8. The regioselectivity in the dienophilic partner is governed by the remote oxygen of the pyran ring. (C) 2001 Elsevier Science Ltd. All rights reserved.