methyl (1R,14R,15R,19S,20R)-1,15,19-trimethyl-5,8-dioxopentacyclo[12.8.0.02,11.04,9.015,20]docosa-2,4(9),6,10-tetraene-19-carboxylate | 1354241-44-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: methyl (1R,14R,15R,19S,20R)-1,15,19-trimethyl-5,8-dioxopentacyclo[12.8.0.02,11.04,9.015,20]docosa-2,4(9),6,10-tetraene-19-carboxylate
• CAS: 1354241-44-3
• 化学式: C₂₇H₃₂O₄
• 分子量: 420.549
• InChiKey: IHLFXCPIQQQTME-FOABZHLWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (1S,4aR,5S,8aR)-5-[2'-(5'',8''-diacetoxy-naphthalen-2''-yl)-ethyl]-1,4a-dimethyl-6-methylene-decahydronaphthalene-1-carboxylic acid methyl ester 在 sodium tetrahydroborate 、 碘 作用下， 以 甲醇 、 苯 为溶剂， 反应 41.25h， 生成 methyl (1R,14R,15R,19S,20R)-1,15,19-trimethyl-5,8-dioxopentacyclo[12.8.0.02,11.04,9.015,20]docosa-2,4(9),6,10-tetraene-19-carboxylate
  参考文献：
  名称：

  An easy route to pentacyclic terpenylquinones

  摘要：

  Cyclisation of terpenylnaphthohydroquinone derivatives or terpenylquinone cycloadducts, obtained from methyl myrcecommunate, was performed in the presence of HI, I-2 or BF3 center dot OEt2 and provides efficient synthetic strategies for the preparation of pentacyclic terpenylquinones. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.080

文献信息

• An easy route to pentacyclic terpenylquinones
  作者：M. Angeles Castro、José M. Miguel del Corral、M. Lucena Rodríguez、Arturo San Feliciano

  DOI：10.1016/j.tetlet.2011.11.080

  日期：2012.2

  Cyclisation of terpenylnaphthohydroquinone derivatives or terpenylquinone cycloadducts, obtained from methyl myrcecommunate, was performed in the presence of HI, I-2 or BF3 center dot OEt2 and provides efficient synthetic strategies for the preparation of pentacyclic terpenylquinones. (C) 2011 Elsevier Ltd. All rights reserved.