dimethyl 5-(2-methoxy-2-oxoethoxy)-2-(3-methoxy-3-oxopropyl)pyridine-3,4-dicarboxylate | 1031849-71-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: dimethyl 5-(2-methoxy-2-oxoethoxy)-2-(3-methoxy-3-oxopropyl)pyridine-3,4-dicarboxylate
• CAS: 1031849-71-4
• 化学式: C₁₆H₁₉NO₉
• 分子量: 369.328
• InChiKey: VTJDABIRQZCYGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  26
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  127
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  dimethyl 5-(2-methoxy-2-oxoethoxy)-2-(3-methoxy-3-oxopropyl)pyridine-3,4-dicarboxylate 在 盐酸 、 氨 、 氢气 、 sodium methylate 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 mineral oil 为溶剂， 反应 12.34h， 生成 N-[(2E)-2-(1,2,6,7-tetrahydro-8H-cyclopenta[b]furo[3,2-d]pyridin-8-ylidene)ethyl]propanamide
  参考文献：
  名称：

  Synthesis of a novel tricyclic 1,6,7,8-tetrahydro-2H-cyclopenta[b]furo[3,2-d]pyridine derivative, the 5-aza analog of ramelteon

  摘要：

  The 5-aza analog of ramelteon 3, a novel tricyclic 1,6,7,8-tetrahydro-2H-cyclopenta[b]furo[3,2-d]pyridine derivative, was synthesized by hetero-Diels-Alder reaction and chemoselective Dieckmann condensation. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.05.036
• 作为产物：
  描述：

  3-(5-乙氧基-1,3-恶唑-2-基)丙酸甲酯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 17.5h， 生成 dimethyl 5-(2-methoxy-2-oxoethoxy)-2-(3-methoxy-3-oxopropyl)pyridine-3,4-dicarboxylate
  参考文献：
  名称：

  Synthesis of a novel tricyclic 1,6,7,8-tetrahydro-2H-cyclopenta[b]furo[3,2-d]pyridine derivative, the 5-aza analog of ramelteon

  摘要：

  The 5-aza analog of ramelteon 3, a novel tricyclic 1,6,7,8-tetrahydro-2H-cyclopenta[b]furo[3,2-d]pyridine derivative, was synthesized by hetero-Diels-Alder reaction and chemoselective Dieckmann condensation. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.05.036

文献信息

• Tricyclic compound and medical use thereof
  申请人：Takeda Pharmaceutical Company Limited

  公开号：US08273761B2

  公开（公告）日：2012-09-25

  The present invention provides a compound represented by the formula wherein R1 is a hydrocarbon group optionally having substituent(s), amino optionally having substituent(s), hydroxy optionally having a substituent or a heterocyclic group optionally having substituent(s), R2 is a hydrogen atom or a hydrocarbon group optionally having substituent(s), R3 is a hydrogen atom, a halogen atom, a hydrocarbon group optionally having substituent(s), amino optionally having substituent(s), hydroxy optionally having a substituent or mercapto optionally having a substituent, Xa to Xe are each a carbon atom or a nitrogen atom, m is 0 to 2, and ring A to ring C are each a ring optionally having substituent(s), or a salt thereof, which is useful as an agent for the prophylaxis or treatment of a disease relating to an action of melatonin, and the like.

  本发明提供了一种化合物，其表示为式中，R1是一个烃基，可选地具有取代基，氨基，可选地具有取代基的羟基或杂环基，R2是氢原子或烃基，可选地具有取代基，R3是氢原子，卤素原子，可选地具有取代基的烃基，氨基，可选地具有取代基的羟基或可选地具有取代基的硫醇基，Xa到Xe分别是碳原子或氮原子，m为0到2，环A到环C分别是可选地具有取代基的环，或其盐，其用作预防或治疗与褪黑激素作用相关的疾病的药剂等。
• TRICYCLIC COMPOUND AND MEDICAL USE THEREOF
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP2100895B1

  公开（公告）日：2012-03-07
• US8273761B2
  申请人：——

  公开号：US8273761B2

  公开（公告）日：2012-09-25
• Synthesis of a novel tricyclic 1,6,7,8-tetrahydro-2H-cyclopenta[b]furo[3,2-d]pyridine derivative, the 5-aza analog of ramelteon
  作者：Yasutaka Hoashi、Takafumi Takai、Tatsuki Koike、Osamu Uchikawa

  DOI：10.1016/j.tetlet.2014.05.036

  日期：2014.7

  The 5-aza analog of ramelteon 3, a novel tricyclic 1,6,7,8-tetrahydro-2H-cyclopenta[b]furo[3,2-d]pyridine derivative, was synthesized by hetero-Diels-Alder reaction and chemoselective Dieckmann condensation. (C) 2014 Elsevier Ltd. All rights reserved.