ethyl 1-but-3-enylcyclobutanecarboxylate | 1228878-00-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 1-but-3-enylcyclobutanecarboxylate
• 英文别名: ethyl 1-but-3-en-1-ylcyclobutanecarboxylate；Ethyl 1-but-3-enylcyclobutane-1-carboxylate
• CAS: 1228878-00-9
• 化学式: C₁₁H₁₈O₂
• 分子量: 182.263
• InChiKey: VDAVXNOEYPNEIE-UHFFFAOYSA-N

物化性质

• 沸点：
  219.2±9.0 °C(Predicted)
• 密度：
  0.963±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl 1-but-3-enylcyclobutanecarboxylate 在 lithium hydroxide monohydrate 、 水 作用下， 以 甲醇 为溶剂， 以63%的产率得到1-but-3-enylcyclobutanecarboxylic acid
  参考文献：
  名称：

  WO2020097577A5

  摘要：

  公开号：

  WO2020097577A5
• 作为产物：
  描述：

  4-溴-1-丁烯 、 环丁烷甲酸乙酯 在 正丁基锂 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 正己烷 、 六甲基磷酰三胺 为溶剂， 以43%的产率得到ethyl 1-but-3-enylcyclobutanecarboxylate
  参考文献：
  名称：

  Discovery of Vaniprevir (MK-7009), a Macrocyclic Hepatitis C Virus NS3/4a Protease Inhibitor

  摘要：

  A new class of H CV NS3/4a protease inhibitors which contain a P2 to P4 macrocyclic constraint was designed using a molecular-modeling derived strategy. Exploration of the P2 heterocyclic region, the P2 to P4 linker, and the PI side chain of this class of compounds via a modular synthetic strategy allowed for the optimization of enzyme potency, cellular activity, and rat liver exposure following oral closing. These studies led to the identification of clinical candidate 35b (vaniprevir, MK-7009), which is active against both the genotype 1 and genotype 2 NS3/4a protease enzymes and has good plasma exposure and excellent liver exposure in multiple species.

  DOI：

  10.1021/jm9015526

文献信息

• Spiro-sulfonamide derivatives as inhibitors of myeloid cell leukemia-1 (MCL-1) protein
  申请人：Prelude Therapeutics Incorporated

  公开号：US11130769B2

  公开（公告）日：2021-09-28

  The disclosure is directed to compounds of Formula I Pharmaceutical compositions comprising compounds of Formula I as well as methods of their use and preparation, are also described.

  本公开涉及式 I 的化合物 还描述了包含式 I 化合物的药物组合物及其使用和制备方法。
• SPIRO-SULFONAMIDE DERIVATIVES AS INHIBITORS OF MYELOID CELL LEUKEMIA-1 (MCL-1) PROTEIN
  申请人：Prelude Therapeutics, Incorporated

  公开号：EP3877390A1

  公开（公告）日：2021-09-15
• Spiro-Sulfonamide Derivatives As Inhibitors Of Myeloid Cell Leukemia-1 (MCL-1) Protein
  申请人：Prelude Therapeutics Incorporated

  公开号：US20200148705A1

  公开（公告）日：2020-05-14

  The disclosure is directed to compounds of Formula I Pharmaceutical compositions comprising compounds of Formula I as well as methods of their use and preparation, are also described.
• Discovery of Vaniprevir (MK-7009), a Macrocyclic Hepatitis C Virus NS3/4a Protease Inhibitor
  作者：John A. McCauley、Charles J. McIntyre、Michael T. Rudd、Kevin T. Nguyen、Joseph J. Romano、John W. Butcher、Kevin F. Gilbert、Kimberly J. Bush、M. Katharine Holloway、John Swestock、Bang-Lin Wan、Steven S. Carroll、Jillian M. DiMuzio、Donald J. Graham、Steven W. Ludmerer、Shi-Shan Mao、Mark W. Stahlhut、Christine M. Fandozzi、Nicole Trainor、David B. Olsen、Joseph P. Vacca、Nigel J. Liverton

  DOI：10.1021/jm9015526

  日期：2010.3.25

  A new class of H CV NS3/4a protease inhibitors which contain a P2 to P4 macrocyclic constraint was designed using a molecular-modeling derived strategy. Exploration of the P2 heterocyclic region, the P2 to P4 linker, and the PI side chain of this class of compounds via a modular synthetic strategy allowed for the optimization of enzyme potency, cellular activity, and rat liver exposure following oral closing. These studies led to the identification of clinical candidate 35b (vaniprevir, MK-7009), which is active against both the genotype 1 and genotype 2 NS3/4a protease enzymes and has good plasma exposure and excellent liver exposure in multiple species.
• WO2020097577A5
  申请人：——

  公开号：WO2020097577A5

  公开（公告）日：2022-11-08