(S)-N-(tert-butoxycarbonyl)-(4-fluorophenyl)glycinamide | 956000-05-8

• 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)-N-(tert-butoxycarbonyl)-(4-fluorophenyl)glycinamide
• 英文别名: tert-butyl N-[(1S)-2-amino-1-(4-fluorophenyl)-2-oxoethyl]carbamate
• CAS: 956000-05-8
• 化学式: C₁₃H₁₇FN₂O₃
• 分子量: 268.288
• InChiKey: KFRGHHVUJGBZOA-JTQLQIEISA-N

物化性质

• 沸点：
  433.6±45.0 °C(Predicted)
• 密度：
  1.203±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  81.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-N-(tert-butoxycarbonyl)-(4-fluorophenyl)glycinamide 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 以90%的产率得到(S)-2-(4-fluorophenyl)acetamide
  参考文献：
  名称：

  Novel thiazolones as HCV NS5B polymerase allosteric inhibitors: Further designs, SAR, and X-ray complex structure

  摘要：

  Structure-activity relationships (SAR) of 1 against HCV NS5B polymerase were described. SAR explorations and further structure-based design led to the identifications of 2 and 3 as novel HCV NS5B inhibitors. X-ray structure of 3 in complex with NS5B polymerase was obtained at a resolution of 2.2A, and confirmed the design.

  DOI：

  10.1016/j.bmcl.2006.09.095
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 sodium hydroxide 、 TEA 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 12.5h， 生成 (S)-N-(tert-butoxycarbonyl)-(4-fluorophenyl)glycinamide
  参考文献：
  名称：

  Novel thiazolones as HCV NS5B polymerase allosteric inhibitors: Further designs, SAR, and X-ray complex structure

  摘要：

  Structure-activity relationships (SAR) of 1 against HCV NS5B polymerase were described. SAR explorations and further structure-based design led to the identifications of 2 and 3 as novel HCV NS5B inhibitors. X-ray structure of 3 in complex with NS5B polymerase was obtained at a resolution of 2.2A, and confirmed the design.

  DOI：

  10.1016/j.bmcl.2006.09.095

文献信息

• SUBSTITUIERTE PHENYLCYCLOHEXANCARBONSÄUREAMIDE UND IHRE VERWENDUNG ALS ADENOSINAUFNAHME-INHIBITOREN
  申请人：Bayer HealthCare AG

  公开号：EP1187812B1

  公开（公告）日：2005-09-07
• Novel thiazolones as HCV NS5B polymerase allosteric inhibitors: Further designs, SAR, and X-ray complex structure
  作者：Shunqi Yan、Gary Larson、Jim Z. Wu、Todd Appleby、Yili Ding、Robert Hamatake、Zhi Hong、Nanhua Yao

  DOI：10.1016/j.bmcl.2006.09.095

  日期：2007.1

  Structure-activity relationships (SAR) of 1 against HCV NS5B polymerase were described. SAR explorations and further structure-based design led to the identifications of 2 and 3 as novel HCV NS5B inhibitors. X-ray structure of 3 in complex with NS5B polymerase was obtained at a resolution of 2.2A, and confirmed the design.