[(3S)-1-[((4-fluorophenyl))methyl]hexahydro-2-oxo-1H-azepin-3-yl]-carbamic acid 1,1-dimethylethyl ester | 643043-61-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [(3S)-1-[((4-fluorophenyl))methyl]hexahydro-2-oxo-1H-azepin-3-yl]-carbamic acid 1,1-dimethylethyl ester
• 英文别名: tert-butyl N-[(3S)-1-[(4-fluorophenyl)methyl]-2-oxoazepan-3-yl]carbamate
• CAS: 643043-61-2
• 化学式: C₁₈H₂₅FN₂O₃
• 分子量: 336.407
• InChiKey: BUGDBQKCVSSBSH-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(3S)-1-[((4-fluorophenyl))methyl]hexahydro-2-oxo-1H-azepin-3-yl]-carbamic acid 1,1-dimethylethyl ester 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 (3S)-3-amino-1-[(4-fluorophenyl)methyl]azepan-2-one
  参考文献：
  名称：

  Parallel liquid synthesis of N,N′-Disubstituted 3-amino azepin-2-ones as potent and specific farnesyl transferase inhibitors

  摘要：

  A rapid structure-activity study was performed by parallel liquid synthesis on N,N'-disubstitution of 3-amino azepin-2-one to afford potent and specific farnesyl transferase inhibitors with low nM enzymatic and cellular activities. The activities of the selected compounds were validated in vivo, and compounds 41a and 44a presented significant antitumour activity. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00218-9
• 作为产物：
  描述：

  (S)-3-氨基-2-己内酰胺 在 sodium hydroxide 、 sodium hydride 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 反应 13.08h， 生成 [(3S)-1-[((4-fluorophenyl))methyl]hexahydro-2-oxo-1H-azepin-3-yl]-carbamic acid 1,1-dimethylethyl ester
  参考文献：
  名称：

  Parallel liquid synthesis of N,N′-Disubstituted 3-amino azepin-2-ones as potent and specific farnesyl transferase inhibitors

  摘要：

  A rapid structure-activity study was performed by parallel liquid synthesis on N,N'-disubstitution of 3-amino azepin-2-one to afford potent and specific farnesyl transferase inhibitors with low nM enzymatic and cellular activities. The activities of the selected compounds were validated in vivo, and compounds 41a and 44a presented significant antitumour activity. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00218-9

文献信息

• Parallel liquid synthesis of N,N′-Disubstituted 3-amino azepin-2-ones as potent and specific farnesyl transferase inhibitors
  作者：Thierry Le Diguarher、Jean-Claude Ortuno、Gilbert Dorey、David Shanks、Nicolas Guilbaud、Alain Pierré、Jean-Luc Fauchère、John A. Hickman、Gordon C. Tucker、Patrick J. Casara

  DOI：10.1016/s0968-0896(03)00218-9

  日期：2003.7

  A rapid structure-activity study was performed by parallel liquid synthesis on N,N'-disubstitution of 3-amino azepin-2-one to afford potent and specific farnesyl transferase inhibitors with low nM enzymatic and cellular activities. The activities of the selected compounds were validated in vivo, and compounds 41a and 44a presented significant antitumour activity. (C) 2003 Elsevier Science Ltd. All rights reserved.