methyl 5,10-dioxo-1-prop-2-enyl-3,4-dihydro-1H-benzo[g]isochromene-3-carboxylate | 212067-76-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异色满醌
• 英文名称: methyl 5,10-dioxo-1-prop-2-enyl-3,4-dihydro-1H-benzo[g]isochromene-3-carboxylate
• CAS: 212067-76-0
• 化学式: C₁₈H₁₆O₅
• 分子量: 312.322
• InChiKey: AAXCWHJMMFMXPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.27
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  69.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl 5,10-dioxo-1-prop-2-enyl-3,4-dihydro-1H-benzo[g]isochromene-3-carboxylate 在 氧气 、 三乙胺 、 三苯基膦 作用下， 以75%的产率得到methyl 5,10-dioxo-1-prop-2-enyl-1H-benzo[g]isochromene-3-carboxylate
  参考文献：
  名称：

  Novel 1,3-disubstituted-5,10-dihydro-5,10-dioxo-1H-mbenzo[g]isochromene-3-carboxamides as potent antitumor agents

  摘要：

  Novel antitumor 5,10-dihydro-5,10-dioxo-1H-benzo[g]isochromene-3-carboxamides were discovered. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00274-1
• 作为产物：
  描述：

  Methyl (1,5,8-trimethoxyisochroman-3-yl) formate 在 ammonium cerium(IV) nitrate 、 三氟化硼乙醚 、 silica gel 作用下， 生成 methyl 5,10-dioxo-1-prop-2-enyl-3,4-dihydro-1H-benzo[g]isochromene-3-carboxylate
  参考文献：
  名称：

  Dehydrogenation by air: Preparation of 1,3-disubstituted-5,1-dioxo-5,10-dihydro-1H-benzo[g] isochromene scaffold

  摘要：

  Naphthaquinopyrans 5a-d, 10 and 12 have been converted to benzoisochromene IIb via base-promoted air oxidation. A mechanism is proposed to account for the observed results. Use of peroxide scavenger was found necessary for consistent yields. IIb proved to be a versatile scaffold for diversity expansion. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00287-1

文献信息

• Novel 1,3-disubstituted-5,10-dihydro-5,10-dioxo-1H-mbenzo[g]isochromene-3-carboxamides as potent antitumor agents
  作者：Wuyi Wang、Tiechao Li、Robert Milburn、J. Yates、E. Hinnant、Micheal J. Luzzio、Stuart A. Noble、Giorgio Attardo

  DOI：10.1016/s0960-894x(98)00274-1

  日期：1998.7

  Novel antitumor 5,10-dihydro-5,10-dioxo-1H-benzo[g]isochromene-3-carboxamides were discovered. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Dehydrogenation by air: Preparation of 1,3-disubstituted-5,1-dioxo-5,10-dihydro-1H-benzo[g] isochromene scaffold
  作者：Wuyi Wang、Tibor Breining、Tiechao Li、Robert Milburn、Giorgio Attardo

  DOI：10.1016/s0040-4039(98)00287-1

  日期：1998.4

  Naphthaquinopyrans 5a-d, 10 and 12 have been converted to benzoisochromene IIb via base-promoted air oxidation. A mechanism is proposed to account for the observed results. Use of peroxide scavenger was found necessary for consistent yields. IIb proved to be a versatile scaffold for diversity expansion. (C) 1998 Elsevier Science Ltd. All rights reserved.