[2-Methoxy-5-[2-[2-(3-methoxyphenyl)ethylamino]-2-oxoethyl]phenyl] acetate | 1033384-69-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: [2-Methoxy-5-[2-[2-(3-methoxyphenyl)ethylamino]-2-oxoethyl]phenyl] acetate
• CAS: 1033384-69-8
• 化学式: C₂₀H₂₃NO₅
• 分子量: 357.406
• InChiKey: HZFSBZZUCAGILW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [2-Methoxy-5-[2-[2-(3-methoxyphenyl)ethylamino]-2-oxoethyl]phenyl] acetate 在 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 (1S,2S)-(+)-N-对甲苯磺酰基-1,2-二苯基乙二胺 三乙胺 、 三氯氧磷 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 17.0h， 生成 [5-[(2-formyl-6-methoxy-3,4-dihydro-1H-isoquinolin-1-yl)methyl]-2-methoxyphenyl] acetate
  参考文献：
  名称：

  One-Pot Preparation of Hexahydroisoquinolines from Amides

  摘要：

  本发明提供了一种从酰胺制备六氢异喹啉的高效方法。特别是，本发明提供了一种良好的产率、一锅法合成六氢异喹啉的方法。

  公开号：

  US20110071299A1
• 作为产物：
  描述：

  N-<2-(3-methoxyphenyl)ethyl>(3-hydroxy-4-methoxyphenyl)acetamide 、 乙酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以85%的产率得到[2-Methoxy-5-[2-[2-(3-methoxyphenyl)ethylamino]-2-oxoethyl]phenyl] acetate
  参考文献：
  名称：

  WO2008/73390

  摘要：

  公开号：

文献信息

• Preparation of amides from an acid and amine for intermediates in the synthesis of morphinans
  申请人：Mallinckrodt Inc.

  公开号：EP2177504A1

  公开（公告）日：2010-04-21

  The present invention is directed to processes for the synthesis of morphinans. In particular, a process for coupling a carboxylic acid compound with an amine compound to form an amide product that can then be isolated or the crude amide product can be cyclized to form a 3,4-dihydroisoquinoline. In one embodiment, the carboxylic acid contains a phenol moiety protected with a labile protecting group. The protected phenol reduces reaction times, simplifies work-up of the product, and reduces the amount of cyclizing agent, POCl3 that is necessary to form the 3,4-dihydroisoquinoline.

  本发明涉及吗啡类化合物的合成工艺。特别是一种将羧酸化合物与胺化合物偶联形成酰胺产物的工艺，该酰胺产物可以分离出来，或者将粗酰胺产物环化形成3,4-二氢异喹啉。在一个实施方案中，羧酸含有一个用易变保护基团保护的苯酚分子。受保护的苯酚可缩短反应时间，简化产品的加工，并减少形成 3,4-二氢异喹啉所需的环化剂 POCl3 的用量。
• Process for the preparation of 3,4-dihydroisoquinolines in the synthesis of morphinans
  申请人：Mallinckrodt Inc.

  公开号：EP2161253A2

  公开（公告）日：2010-03-10

  The present invention is directed to processes for the synthesis of morphinans. In particular, a process tor coupling a carboxylic acid compound with an amine compound to form an amide product that can then be isolated or the crude amide product can be cyclized to form a 3,4-dihydroisoquinoline. In one embodiment, the carboxylic acid contains a phenol moiety protected with a labile protecting group. The protected phenol reduces reaction times, simplifies work-up of the product, and reduces the amount of cyclizing agent, POCl3 that is necessary to form the 3,4-dihydroisoquinoline.

  本发明涉及吗啡类化合物的合成工艺。特别是一种将羧酸化合物与胺化合物偶联形成酰胺产物的工艺，这种酰胺产物可以分离出来，或者将粗酰胺产物环化形成 3,4-二氢异喹啉。在一个实施方案中，羧酸含有一个用易变保护基团保护的苯酚分子。受保护的苯酚可缩短反应时间，简化产品的加工，并减少形成 3,4-二氢异喹啉所需的环化剂 POCl3 的用量。
• Preparation of Amides from an Acid and Amine for Intermediates in the Synthesis of Morphinans
  申请人：GROTE Christopher W.

  公开号：US20090247760A1

  公开（公告）日：2009-10-01

  The present invention is directed to processes for the synthesis of morphinans. In particular, a process for coupling a carboxylic acid compound with an amine compound to form an amide product that can then be isolated or the crude amide product can be cyclized to form a 3,4-dihydroisoquinoline. In one embodiment, the carboxylic acid contains a phenol moiety protected with a labile protecting group. The protected phenol reduces reaction times, simplifies work-up of the product, and reduces the amount of cyclizing agent, POCl 3 that is necessary to form the 3,4-dihydroisoquinoline.
• Preparation of 3,4-Dihydroisoquinolines in the Synthesis of Morphinans
  申请人：Grote Christopher W.

  公开号：US20090247761A1

  公开（公告）日：2009-10-01

  The present invention is directed to processes for the synthesis of morphinans. In particular, a process for coupling a carboxylic acid compound with an amine compound to form an amide product that can then be isolated or the crude amide product can be cyclized to form a 3,4-dihydroisoquinoline. In one embodiment, the carboxylic acid contains a phenol moiety protected with a labile protecting group. The protected phenol reduces reaction times, simplifies work-up of the product, and reduces the amount of cyclizing agent, POCl 3 that is necessary to form the 3,4-dihydroisoquinoline.
• Preparation of 3,4-Dihydroisoquinolines from an Acid and an Amine
  申请人：Grote Christopher W.

  公开号：US20100063290A1

  公开（公告）日：2010-03-11

  The present invention is directed to processes for the synthesis of morphinans. In particular, a process for coupling a carboxylic acid compound with an amine compound to form an amide product that can then be isolated or the crude amide product can be cyclized to form a 3,4-dihydroisoquinoline. In one embodiment, the carboxylic acid contains a phenol moiety protected with a labile protecting group. The protected phenol reduces reaction times, simplifies work-up of the product, and reduces the amount of cyclizing agent, POCl 3 that is necessary to form the 3,4-dihydroisoquinoline.