5,6-diacetoxy-2-methylindole | 92029-64-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5,6-diacetoxy-2-methylindole
• 英文别名: 5,6-diacetoxy-2-methyl-indole；5,6-Diacetoxy-2-methyl-indol；(6-acetyloxy-2-methyl-1H-indol-5-yl) acetate
• CAS: 92029-64-6
• 化学式: C₁₃H₁₃NO₄
• 分子量: 247.251
• InChiKey: UXSVUUPOXGQYTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  68.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,6-diacetoxy-2-methylindole 在 甲醇 、 sodium dithionite 、 水 作用下， 生成 5,6-dihydroxy-2-methyl indole
  参考文献：
  名称：

  Beer et al., Journal of the Chemical Society, 1948, p. 2223,2224

  摘要：

  DOI：
• 作为产物：
  描述：

  甲基多巴 在 碳酸氢钠 、 potassium hexacyanoferrate(III) 作用下， 以 吡啶 、 水 为溶剂， 生成 5,6-diacetoxy-2-methylindole
  参考文献：
  名称：

  Oxidation chemistry of 5,6-dihydroxy-2-methylindole

  摘要：

  In aqueous buffer at neutral pHs, 5,6-dihydroxy-2-methylindole (2) is rapidly oxidised by the peroxidase/H2O2 SyStem to give in the early phases a complex mixture of oligomers, the major of which were isolated as the O-acetyl derivatives. Five of these were formulated as the 3.3'-biindolyl 3. the isomeric dimers 4-6 and trimer 9, arising by coupling of the indole ring at the nuclear positions, whereas the remaining ones were assigned structures 7-8, marked by methylene bridges between the indole moieties and notably 10, featuring a tetrahydrocyclopentadiindole ring system.

  DOI：

  10.1016/s0040-4020(01)91231-1

文献信息

• Beer et al., Journal of the Chemical Society, 1951, p. 2029,2031
  作者：Beer et al.

  DOI：——

  日期：——
• Burton et al., Journal of the Chemical Society, 1950, p. 1062,1063
  作者：Burton et al.

  DOI：——

  日期：——
• Heath et al., Journal of the Chemical Society, 1951, p. 2223
  作者：Heath et al.

  DOI：——

  日期：——
• Beer et al., Journal of the Chemical Society, 1948, p. 2223,2224
  作者：Beer et al.

  DOI：——

  日期：——
• Oxidation chemistry of 5,6-dihydroxy-2-methylindole
  作者：Alessandra Napolitano、Orlando Crescenzi、Kostantino Tsiakas、Giuseppe Prota

  DOI：10.1016/s0040-4020(01)91231-1

  日期：1993.1

  In aqueous buffer at neutral pHs, 5,6-dihydroxy-2-methylindole (2) is rapidly oxidised by the peroxidase/H2O2 SyStem to give in the early phases a complex mixture of oligomers, the major of which were isolated as the O-acetyl derivatives. Five of these were formulated as the 3.3'-biindolyl 3. the isomeric dimers 4-6 and trimer 9, arising by coupling of the indole ring at the nuclear positions, whereas the remaining ones were assigned structures 7-8, marked by methylene bridges between the indole moieties and notably 10, featuring a tetrahydrocyclopentadiindole ring system.