2-(2-methyl-1,3-dioxolan-2-yl)-2H-benzo[g]chromene-5,10-dione | 437980-89-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 2-(2-methyl-1,3-dioxolan-2-yl)-2H-benzo[g]chromene-5,10-dione
• CAS: 437980-89-7
• 化学式: C₁₇H₁₄O₅
• 分子量: 298.295
• InChiKey: VNBXOGIHOHNQLY-UHFFFAOYSA-N

物化性质

• 沸点：
  476.8±45.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-methyl-1,3-dioxolan-2-yl)-2H-benzo[g]chromene-5,10-dione 在 palladium on activated charcoal 高氯酸 、 sodium dithionite 、 ammonium cerium(IV) nitrate 、 potassium tert-butylate 、 四丁基溴化铵 、 氢气 、 氧气 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 43.92h， 生成 2-acetyl-3,4-dihydro-4-hydroxynaphtho[2,3-b]pyran-5,10-dione
  参考文献：
  名称：

  Synthesis of 2‐Acetyl‐4‐hydroxynaphtho[2,3‐b]pyran‐5,10‐dione and the 4‐Deoxy Analogue as Models for Comparative Biological Evaluations

  摘要：

  Two deoxy analogues of the known antibiotic, erythrostominone, have been synthesised for comparative evaluations. It was found that both the 2-acetyl and the 4-hydroxy substituents in the pyran ring are vital for improved biological activity.

  DOI：

  10.1081/scc-200025612
• 作为产物：
  描述：

  2-甲基-1,3-二氧戊环-2-丙酸乙酯 在 lithium aluminium tetrahydride 、 三乙胺 、 pyridinium chlorochromate 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙醚 、 二氯甲烷 、 乙腈 、 苯 为溶剂， 反应 6.0h， 生成 2-(2-methyl-1,3-dioxolan-2-yl)-2H-benzo[g]chromene-5,10-dione
  参考文献：
  名称：

  THE DDQ MEDIATED CYCLIZATION PRODUCTS OF SOME 2-HYDROXY-3-(1?-ALKENYL)-1,4-NAPHTHOQUINONES

  摘要：

  The DDQ mediated cyclisation products derived from 2-hydroxy-3-(1'-alkenyl)-1,4-napthoquinones viz. (17) under bar were found to be temperature dependent. At 60degreesC the naphthofuranquinone (19) under bar was the predominant isomer whereas at 8degreesC, the naphthopyranquinone (18) under bar was exclusively formed.

  DOI：

  10.1081/scc-120002120

文献信息

• THE DDQ MEDIATED CYCLIZATION PRODUCTS OF SOME 2-HYDROXY-3-(1?-ALKENYL)-1,4-NAPHTHOQUINONES
  作者：Farouk Ameer、Robin Giles、Ivan Green、Kyatanahalli Nagabhushana

  DOI：10.1081/scc-120002120

  日期：——

  The DDQ mediated cyclisation products derived from 2-hydroxy-3-(1'-alkenyl)-1,4-napthoquinones viz. (17) under bar were found to be temperature dependent. At 60degreesC the naphthofuranquinone (19) under bar was the predominant isomer whereas at 8degreesC, the naphthopyranquinone (18) under bar was exclusively formed.
• Synthesis of 2‐Acetyl‐4‐hydroxynaphtho[2,3‐<i>b</i>]pyran‐5,10‐dione and the 4‐Deoxy Analogue as Models for Comparative Biological Evaluations
  作者：Farouk Ameer、Robin G. F. Giles、Ivan R. Green、Victor I. Hugo、Samir Patel、René Pearce

  DOI：10.1081/scc-200025612

  日期：2004.1.1

  Two deoxy analogues of the known antibiotic, erythrostominone, have been synthesised for comparative evaluations. It was found that both the 2-acetyl and the 4-hydroxy substituents in the pyran ring are vital for improved biological activity.