benzyl 2-[(3S)-2-oxo-3-(2-phenylethylamino)piperidin-1-yl]acetate | 201355-44-4

• 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: benzyl 2-[(3S)-2-oxo-3-(2-phenylethylamino)piperidin-1-yl]acetate
• CAS: 201355-44-4
• 化学式: C₂₂H₂₆N₂O₃
• 分子量: 366.46
• InChiKey: CTXWQZQJSCXFBP-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  benzyl 2-[(3S)-2-oxo-3-(2-phenylethylamino)piperidin-1-yl]acetate 在 palladium on activated charcoal 氢气 、 碳酸氢钠 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 25.0 ℃ 、310.27 kPa 条件下， 反应 1.5h， 生成 (S)-3-[N-(tert-Butoxycarbonyl)-N-phenylethylamino]-2-oxo-1-piperidineacetic acid
  参考文献：
  名称：

  Potent and selective thrombin inhibitors featuring hydrophobic, basic P3P4-aminoalkyllactam moieties

  摘要：

  Crystal structure and evolving SAR considerations of potent, selective benzylsulfonamide lactam thrombin inhibitors and related serine protease inhibitors have led to the design of novel thrombin inhibitors lag, featuring hydrophobic, basic, P-4-alkylaminolactam scaffolds that serve as novel types of P-3-P-4 dipeptide mimics. The design, synthesis, and biological activity of these targets is presented. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00636-2
• 作为产物：
  描述：

  (S)-2-(3-(叔丁氧羰基氨基)-2-氧代哌啶-1-基)乙酸 在 盐酸 、 DCE 、 三乙酰氧基硼氢化钠 、 potassium carbonate 、 三乙胺 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 3.0h， 生成 benzyl 2-[(3S)-2-oxo-3-(2-phenylethylamino)piperidin-1-yl]acetate
  参考文献：
  名称：

  Potent and selective thrombin inhibitors featuring hydrophobic, basic P3P4-aminoalkyllactam moieties

  摘要：

  Crystal structure and evolving SAR considerations of potent, selective benzylsulfonamide lactam thrombin inhibitors and related serine protease inhibitors have led to the design of novel thrombin inhibitors lag, featuring hydrophobic, basic, P-4-alkylaminolactam scaffolds that serve as novel types of P-3-P-4 dipeptide mimics. The design, synthesis, and biological activity of these targets is presented. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00636-2

文献信息

• Potent and selective thrombin inhibitors featuring hydrophobic, basic P3P4-aminoalkyllactam moieties
  作者：J.Edward Semple、David C. Rowley、Timothy D. Owens、Nathaniel K. Minami、Theresa H. Uong、Terence K. Brunck

  DOI：10.1016/s0960-894x(98)00636-2

  日期：1998.12

  Crystal structure and evolving SAR considerations of potent, selective benzylsulfonamide lactam thrombin inhibitors and related serine protease inhibitors have led to the design of novel thrombin inhibitors lag, featuring hydrophobic, basic, P-4-alkylaminolactam scaffolds that serve as novel types of P-3-P-4 dipeptide mimics. The design, synthesis, and biological activity of these targets is presented. (C) 1998 Elsevier Science Ltd. All rights reserved.