(S)-tert-Butoxycarbonylamino-3-pyridin-3-yl propionic acid benzyl ester | 1225053-57-5

• 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: (S)-tert-Butoxycarbonylamino-3-pyridin-3-yl propionic acid benzyl ester
• 英文别名: benzyl (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-pyridin-3-ylpropanoate
• CAS: 1225053-57-5
• 化学式: C₂₀H₂₄N₂O₄
• 分子量: 356.422
• InChiKey: BKVWBFLIABVNLC-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  77.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-tert-Butoxycarbonylamino-3-pyridin-3-yl propionic acid benzyl ester 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 benzyl (2S)-2-amino-3-pyridin-3-ylpropanoate
  参考文献：
  名称：

  Potency and selectivity of P2/P3-modified inhibitors of cysteine proteases from trypanosomes

  摘要：

  systematic study of P2 and P3 substitution in a series of vinyl sulfone cysteine protease inhibitors is described. The introduction of a methyl substituent in the P2 phenylalanine aryl ring had a favorable effect on protease inhibition and conferred modest selectivity for rhodesain over cruzain. Rhodesain selectivity could be enhanced further by combining these P2 modifications with certain P3 amide substituents. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.070
• 作为产物：
  描述：

  N-叔丁氧羰基-3-吡啶基-L-丙氨酸 、 苯甲醇 在 4-二甲氨基吡啶 、 达卡巴嗪 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-tert-Butoxycarbonylamino-3-pyridin-3-yl propionic acid benzyl ester
  参考文献：
  名称：

  Potency and selectivity of P2/P3-modified inhibitors of cysteine proteases from trypanosomes

  摘要：

  systematic study of P2 and P3 substitution in a series of vinyl sulfone cysteine protease inhibitors is described. The introduction of a methyl substituent in the P2 phenylalanine aryl ring had a favorable effect on protease inhibition and conferred modest selectivity for rhodesain over cruzain. Rhodesain selectivity could be enhanced further by combining these P2 modifications with certain P3 amide substituents. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.070

文献信息

• Potency and selectivity of P2/P3-modified inhibitors of cysteine proteases from trypanosomes
  作者：Priyadarshini Jaishankar、Elizabeth Hansell、Dong-Mei Zhao、Patricia S. Doyle、James H. McKerrow、Adam R. Renslo

  DOI：10.1016/j.bmcl.2007.11.070

  日期：2008.1

  systematic study of P2 and P3 substitution in a series of vinyl sulfone cysteine protease inhibitors is described. The introduction of a methyl substituent in the P2 phenylalanine aryl ring had a favorable effect on protease inhibition and conferred modest selectivity for rhodesain over cruzain. Rhodesain selectivity could be enhanced further by combining these P2 modifications with certain P3 amide substituents. (c) 2007 Elsevier Ltd. All rights reserved.