3,4-dihydro-2(1'-dioxolanoethyl)naphtho[2,3-b]pyran-5,10-dione | 756482-05-0

• 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: 3,4-dihydro-2(1'-dioxolanoethyl)naphtho[2,3-b]pyran-5,10-dione
• 英文别名: 2-(2-methyl-1,3-dioxolan-2-yl)-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
• CAS: 756482-05-0
• 化学式: C₁₇H₁₆O₅
• 分子量: 300.311
• InChiKey: QCFCYVUWVNNVFP-UHFFFAOYSA-N

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：
  0.41
• 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：

  3,4-dihydro-2(1'-dioxolanoethyl)naphtho[2,3-b]pyran-5,10-dione 在 高氯酸 、 sodium dithionite 、 ammonium cerium(IV) nitrate 、 potassium tert-butylate 、 四丁基溴化铵 、 氧气 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 31.92h， 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-(2-methyl-1,3-dioxolan-2-yl)-2H-benzo[g]chromene-5,10-dione 在 palladium on activated charcoal air 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 12.0h， 生成 3,4-dihydro-2(1'-dioxolanoethyl)naphtho[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

文献信息

• 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.