(S)-tert-butyl (2-bromo-1-phenylethyl)carbamate | 313352-59-9

• 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: (S)-tert-butyl (2-bromo-1-phenylethyl)carbamate
• 英文别名: 1,1-Dimethylethyl N-[(1S)-2-bromo-1-phenylethyl]carbamate；tert-butyl N-[(1S)-2-bromo-1-phenylethyl]carbamate
• CAS: 313352-59-9
• 化学式: C₁₃H₁₈BrNO₂
• 分子量: 300.195
• InChiKey: CISQKOWVTCOHDF-LLVKDONJSA-N

物化性质

• 沸点：
  366.3±35.0 °C(Predicted)
• 密度：
  1.299±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.65
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (S)-tert-butyl (2-bromo-1-phenylethyl)carbamate 、 potassium thioacetate 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以100%的产率得到Thioacetic acid S-((S)-2-tert-butoxycarbonylamino-2-phenyl-ethyl) ester
  参考文献：
  名称：

  Thiazolone-acylsulfonamides as novel HCV NS5B polymerase allosteric inhibitors: Convergence of structure-based drug design and X-ray crystallographic study

  摘要：

  A novel series of thiazolone-acylsulfonamides were designed as HCV NS5B polymerase allosteric inhibitors. The structure based drug designs (SBDD) were guided by docking results that revealed the potential to explore an additional pocket in the allosteric site. In particular, the designed molecules contain moieties of previously described thiazolone and a newly designed acylsulfonamide linker that is in turn connected with a substituted aromatic ring. The selected compounds were synthesized and demonstrated low mu M activity. The X-ray complex structure was determined at a 2.2 angstrom resolution and converged with the SBDD principle. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.024
• 作为产物：
  描述：

  N-(叔丁氧羰基)-L-2-苯甘氨酸 在 硼烷四氢呋喃络合物 、 四溴化碳 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 (S)-tert-butyl (2-bromo-1-phenylethyl)carbamate
  参考文献：
  名称：

  Thiazolone-acylsulfonamides as novel HCV NS5B polymerase allosteric inhibitors: Convergence of structure-based drug design and X-ray crystallographic study

  摘要：

  A novel series of thiazolone-acylsulfonamides were designed as HCV NS5B polymerase allosteric inhibitors. The structure based drug designs (SBDD) were guided by docking results that revealed the potential to explore an additional pocket in the allosteric site. In particular, the designed molecules contain moieties of previously described thiazolone and a newly designed acylsulfonamide linker that is in turn connected with a substituted aromatic ring. The selected compounds were synthesized and demonstrated low mu M activity. The X-ray complex structure was determined at a 2.2 angstrom resolution and converged with the SBDD principle. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.024

文献信息

• <i>N</i>-bromosuccinimide promoted synthesis of <i>β</i>-amino bromides under Appel reaction condition
  作者：Srinivasulu Chinthaginjala、Nanda H. Alavandimat、Vathsala Umesha、Vommina V. Sureshbabu

  DOI：10.1080/00397911.2021.1955270

  日期：2021.10.2

  Abstract An efficient and facile method has been developed for the synthesis of chiral β-amino bromides from their corresponding alcohols under Appel reaction conditions. This approach allows for the deoxybromination of a variety of β-amino alcohols in excellent yields under mild conditions without any detectable racemization.

  摘要 已经开发了一种有效且简便的方法，用于在 Appel 反应条件下从相应的醇合成手性β-氨基溴化物。这种方法允许在温和条件下以优异的产率对各种β-氨基醇进行脱氧溴化，而没有任何可检测的外消旋化。