ethyl benzyl(3-(((R)-6,8-difluorochroman-3-yl)amino)-4,4-dimethoxybutyl)carbamate | 1393847-42-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: ethyl benzyl(3-(((R)-6,8-difluorochroman-3-yl)amino)-4,4-dimethoxybutyl)carbamate
• CAS: 1393847-42-1
• 化学式: C₂₅H₃₂F₂N₂O₅
• 分子量: 478.536
• InChiKey: ZVAZTXIKWWVTOX-PSDZMVHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.89
• 重原子数：
  34.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  69.26
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl benzyl(3-(((R)-6,8-difluorochroman-3-yl)amino)-4,4-dimethoxybutyl)carbamate 、 potassium thioacyanate 在 盐酸 、 水 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以74%的产率得到ethyl (R)-benzyl(2-(3-(6,8-difluorochroman-3-yl)-2-thioxo-2,3-dihydro-1H-imidazol-4-yl)ethyl)carbamate
  参考文献：
  名称：

  Process Research for Multikilogram Production of Etamicastat: A Novel Dopamine β-Hydroxylase Inhibitor

  摘要：

  In order to develop a manufacturing route to etamicastat, three synthetic approaches to the pivotal chiral 3-aminochroman intermediate have been studied as well as four methods for the construction of the 2-aminoethyl imidazolethione fragment. The evolution of the synthetic strategy based on the early discovery route was described. By focusing on the use of readily available starting materials it was possible to avoid chromatography steps and expensive reagents, bringing about significant improvements in cost and throughput. The best route involves construction of the chiral centre by asymmetric hydrogenation.

  DOI：

  10.1021/op300012d
• 作为产物：
  描述：

  1,1-二甲氧基丙酮 在 盐酸 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 10.0h， 生成 ethyl benzyl(3-(((R)-6,8-difluorochroman-3-yl)amino)-4,4-dimethoxybutyl)carbamate
  参考文献：
  名称：

  Process Research for Multikilogram Production of Etamicastat: A Novel Dopamine β-Hydroxylase Inhibitor

  摘要：

  In order to develop a manufacturing route to etamicastat, three synthetic approaches to the pivotal chiral 3-aminochroman intermediate have been studied as well as four methods for the construction of the 2-aminoethyl imidazolethione fragment. The evolution of the synthetic strategy based on the early discovery route was described. By focusing on the use of readily available starting materials it was possible to avoid chromatography steps and expensive reagents, bringing about significant improvements in cost and throughput. The best route involves construction of the chiral centre by asymmetric hydrogenation.

  DOI：

  10.1021/op300012d