tert-butyl (1-(benzylamino)-3-phenylpropan-2-yl)carbamate | 305859-75-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyl (1-(benzylamino)-3-phenylpropan-2-yl)carbamate
• 英文别名: tert-butyl N-[1-(benzylamino)-3-phenylpropan-2-yl]carbamate
• CAS: 305859-75-0
• 化学式: C₂₁H₂₈N₂O₂
• 分子量: 340.466
• InChiKey: YQRWWUPCBIEOPJ-UHFFFAOYSA-N

物化性质

• 沸点：
  494.1±45.0 °C(Predicted)
• 密度：
  1.063±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl (1-(benzylamino)-3-phenylpropan-2-yl)carbamate 在 三乙基硅烷 、 水 、 碘 、 三乙酰氧基硼氢化钠 、 碳酸氢钠 、 溶剂黄146 、 三氟乙酸 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 0.67h， 生成
  参考文献：
  名称：

  Design and Synthesis of Mimics of the T7-loop of FtsZ

  摘要：

  Mimics of the 17-loop of the bacterial cell division protein FtsZ have been designed and synthesized. The design is based on the X-ray cocrystal structure of P. aeruginosa FtsZ:SulA. Fast Rigid Exhaustive Docking (FRED) was employed to select compounds that can mimic the key interacting residues. Bicyclic oxazolidinones 1a-d were selected for further study and synthesized from a key bicyclic aziridine intermediate, which is synthesized from a readily available unsaturated aldehyde and amides derived from a-amino acids.

  DOI：

  10.1021/ol4010068
• 作为产物：
  描述：

  N-Boc-DL-苯丙氨醇 在 吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 tert-butyl (1-(benzylamino)-3-phenylpropan-2-yl)carbamate
  参考文献：
  名称：

  Structure–activity relationships of diamine inhibitors of cytochrome P450 (CYP) 3A as novel pharmacoenhancers, part I: Core region

  摘要：

  Ritonavir (RTV), an HIV-1 protease inhibitor (PI), is also a potent mechanism-based inhibitor of human cytochrome P450 3A (CYP3A) and has been widely prescribed as a pharmacoenhancer. As a boosting agent for marketed PIs, it reduces pill burden, and improves compliance. Removal of the hydroxyl group from RTV reduces, but does not eliminate HIV PI activity and does not affect CYP3A inhibition. Herein we report the discovery of a novel series of CYP3A inhibitors that are devoid of antiviral activity. The synthesis and evaluation of analogs with extensive modifications of the 1,4-diamine core along with the structure activity relationships with respect to anti-HIV activity, CYP3A inhibitory activity, selectivity against other CYP enzymes and the human pregnane X receptor (PXR) will be discussed. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.058

文献信息

• Structure–activity relationships of diamine inhibitors of cytochrome P450 (CYP) 3A as novel pharmacoenhancers, part I: Core region
  作者：Hongtao Liu、Lianhong Xu、Hon Hui、Randy Vivian、Christian Callebaut、Bernard P. Murray、Allen Hong、Melody S. Lee、Luong K. Tsai、Jennifer K. Chau、Kirsten M. Stray、Carina Cannizzaro、You-Chul Choi、Gerry R. Rhodes、Manoj C. Desai

  DOI：10.1016/j.bmcl.2013.12.058

  日期：2014.2

  Ritonavir (RTV), an HIV-1 protease inhibitor (PI), is also a potent mechanism-based inhibitor of human cytochrome P450 3A (CYP3A) and has been widely prescribed as a pharmacoenhancer. As a boosting agent for marketed PIs, it reduces pill burden, and improves compliance. Removal of the hydroxyl group from RTV reduces, but does not eliminate HIV PI activity and does not affect CYP3A inhibition. Herein we report the discovery of a novel series of CYP3A inhibitors that are devoid of antiviral activity. The synthesis and evaluation of analogs with extensive modifications of the 1,4-diamine core along with the structure activity relationships with respect to anti-HIV activity, CYP3A inhibitory activity, selectivity against other CYP enzymes and the human pregnane X receptor (PXR) will be discussed. (C) 2013 Elsevier Ltd. All rights reserved.
• Design and Synthesis of Mimics of the T7-loop of FtsZ
  作者：Nohemy A. Sorto、Phillip P. Painter、James C. Fettinger、Dean J. Tantillo、Jared T. Shaw

  DOI：10.1021/ol4010068

  日期：2013.6.7

  Mimics of the 17-loop of the bacterial cell division protein FtsZ have been designed and synthesized. The design is based on the X-ray cocrystal structure of P. aeruginosa FtsZ:SulA. Fast Rigid Exhaustive Docking (FRED) was employed to select compounds that can mimic the key interacting residues. Bicyclic oxazolidinones 1a-d were selected for further study and synthesized from a key bicyclic aziridine intermediate, which is synthesized from a readily available unsaturated aldehyde and amides derived from a-amino acids.