ethyl (R)-1-[3-(1-tert-butoxycarbonyl-4-piperidyl)-(E)-acryloyl]-3-piperidinecarboxylate | 183807-88-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: ethyl (R)-1-[3-(1-tert-butoxycarbonyl-4-piperidyl)-(E)-acryloyl]-3-piperidinecarboxylate
• 英文别名: ethyl (3R)-1-[(E)-3-[1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]prop-2-enoyl]piperidine-3-carboxylate
• CAS: 183807-88-7
• 化学式: C₂₁H₃₄N₂O₅
• 分子量: 394.511
• InChiKey: FMHCCOFEHZYDFP-KBOKABMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  76.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl (R)-1-[3-(1-tert-butoxycarbonyl-4-piperidyl)-(E)-acryloyl]-3-piperidinecarboxylate 在 lithium hydroxide 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 生成 4-{(E)-3-[(R)-3-((S)-1-Ethoxycarbonylmethyl-prop-2-ynylcarbamoyl)-piperidin-1-yl]-3-oxo-propenyl}-piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  An efficient synthesis of the orally-active GpIIb/IIIa antagonist FR184764

  摘要：

  An efficient synthesis of the orally-active GpIIb/IIIa antagonist FR184764 was achieved. The key intermediate, an optically active ethynyl beta-amino ester, was synthesized efficiently by utilizing a lipase catalyzed kinetic resolution step. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.01.157
• 作为产物：
  描述：

  t-butyl 4-(3-ethoxy-3-oxoprop-1-enyl)-tetrahydropyridine-1(2H)-carboxylate 在 sodium hydroxide 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 生成 ethyl (R)-1-[3-(1-tert-butoxycarbonyl-4-piperidyl)-(E)-acryloyl]-3-piperidinecarboxylate
  参考文献：
  名称：

  An efficient synthesis of the orally-active GpIIb/IIIa antagonist FR184764

  摘要：

  An efficient synthesis of the orally-active GpIIb/IIIa antagonist FR184764 was achieved. The key intermediate, an optically active ethynyl beta-amino ester, was synthesized efficiently by utilizing a lipase catalyzed kinetic resolution step. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.01.157

文献信息

• N-acylpiperidinylcarbonylaminocarboxylic acids and their use as glycoprotein IIb/IIIa antagonists and fibrinogen-blood platelets binding inhibitors
  申请人：Fujisawa Pharmaceutical Co., Ltd.

  公开号：US06384028B1

  公开（公告）日：2002-05-07

  &bgr;-alanine compounds or a pharmaceutically acceptable salt thereof, which is useful as a glycoprotein IIB/IIIa antagonist, inhibitor of blood platelet aggregation and inhibitor of the binding of fibrinogen to blood platelet; a composition containing the same, a process for the preparation of the compound, and a process for the treatment of diseases caused by thrombus formation, for example, are provided.

  β-丙氨酸化合物或其药用可接受的盐，用作糖蛋白IIB/IIIa拮抗剂、抑制血小板聚集和抑制纤维蛋白原与血小板结合的药物；含有该化合物的组合物，制备该化合物的方法，以及治疗由血栓形成引起的疾病的方法等。
• An efficient synthesis of the orally-active GpIIb/IIIa antagonist FR184764
  作者：Toshio Yamanaka、Mitsuru Ohkubo、Fumie Takahashi、Masayuki Kato

  DOI：10.1016/j.tetlet.2004.01.157

  日期：2004.3

  An efficient synthesis of the orally-active GpIIb/IIIa antagonist FR184764 was achieved. The key intermediate, an optically active ethynyl beta-amino ester, was synthesized efficiently by utilizing a lipase catalyzed kinetic resolution step. (C) 2004 Elsevier Ltd. All rights reserved.