2-(2,2-dimethoxyethylamino)-3-(3-methyl-2-butenyl)-1,4-dihydro-1,4-naphthalenedione | 405140-32-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-(2,2-dimethoxyethylamino)-3-(3-methyl-2-butenyl)-1,4-dihydro-1,4-naphthalenedione
• 英文别名: 2-(2,2-Dimethoxyethylamino)-3-(3-methylbut-2-enyl)naphthalene-1,4-dione
• CAS: 405140-32-1
• 化学式: C₁₉H₂₃NO₄
• 分子量: 329.396
• InChiKey: FWJCIMLTZMMANJ-UHFFFAOYSA-N

物化性质

• 沸点：
  463.6±45.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2,2-dimethoxyethylamino)-3-(3-methyl-2-butenyl)-1,4-dihydro-1,4-naphthalenedione 在 吡啶 、 4-二甲氨基吡啶 、 甲酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 26.0h， 生成 4-(1-hydroxy-1-methylethyl)-6,11-dioxo-2,3,4,5,6,11-hexahydro-1H-naphtho[2,3-b]azepin-3-yl acetate
  参考文献：
  名称：

  Azepines from the intramolecular Prins cyclization of an aminoderivative of lapachol

  摘要：

  Intramolecular Prins reaction of the 2-(2,2-dimethoxyethylamino)-3-(3-methyl-2-butenyl)-1,4-dihydro-1,4-naphthalene-6,11-dione, an amino derivative of lapachol, under hydrolytic conditions, yielded novel azepines condensed with the naphthoquinone nucleus of lapachol. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00581-1
• 作为产物：
  描述：

  黄钟花醌 在 potassium carbonate 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 6.0h， 生成 2-(2,2-dimethoxyethylamino)-3-(3-methyl-2-butenyl)-1,4-dihydro-1,4-naphthalenedione
  参考文献：
  名称：

  Secondary amines and unexpected 1-aza-anthraquinones from 2-methoxylapachol

  摘要：

  A series of 1-aza-anthraquinones were characterized, besides the expected N-alkylamino derivatives, from the substitution reactions of 2-metboxylapachol with primary amines. An investigation of the reaction conditions allowed reasonable selectivity in the products distribution. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00973-5

文献信息

• Secondary amines and unexpected 1-aza-anthraquinones from 2-methoxylapachol
  作者：Celso A Camara、Angelo C Pinto、Maria A Rosa、Maria D Vargas

  DOI：10.1016/s0040-4020(01)00973-5

  日期：2001.11

  A series of 1-aza-anthraquinones were characterized, besides the expected N-alkylamino derivatives, from the substitution reactions of 2-metboxylapachol with primary amines. An investigation of the reaction conditions allowed reasonable selectivity in the products distribution. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Azepines from the intramolecular Prins cyclization of an aminoderivative of lapachol
  作者：Celso A Camara、Angelo C Pinto、Maria D Vargas、Julio Zukerman-Schpector

  DOI：10.1016/s0040-4020(02)00581-1

  日期：2002.7

  Intramolecular Prins reaction of the 2-(2,2-dimethoxyethylamino)-3-(3-methyl-2-butenyl)-1,4-dihydro-1,4-naphthalene-6,11-dione, an amino derivative of lapachol, under hydrolytic conditions, yielded novel azepines condensed with the naphthoquinone nucleus of lapachol. (C) 2002 Elsevier Science Ltd. All rights reserved.