methyl N-(4-bromobenzene)sulfonyl-L-serinate | 1158827-44-1

• 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: methyl N-(4-bromobenzene)sulfonyl-L-serinate
• 英文别名: methyl (S)-2-(4-bromobenzenesulfonamido)-3-hydroxypropanoate；Methyl (s)-2-(4-bromobenzenesulfonamido)-3-hydroxypropanoate；methyl (2S)-2-[(4-bromophenyl)sulfonylamino]-3-hydroxypropanoate
• CAS: 1158827-44-1
• 化学式: C₁₀H₁₂BrNO₅S
• 分子量: 338.179
• InChiKey: ZJHBOPIVJBODBV-VIFPVBQESA-N

物化性质

• 沸点：
  495.3±55.0 °C(Predicted)
• 密度：
  1.632±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl N-(4-bromobenzene)sulfonyl-L-serinate 在 一水合肼 作用下， 以 乙醇 、 水 为溶剂， 生成 (S)-4-bromo-N-(1-hydrazineyl-3-hydroxy-1-oxopropan-2-yl)benzenesulfonamide
  参考文献：
  名称：

  Synthesis and antiviral activities of novel acylhydrazone derivatives targeting HIV-1 capsid protein

  摘要：

  HIV-1 capsid protein (CA) plays important roles in the viral replication cycle. A number of acylhydrazone derivatives that act as inhibitors of HIV-1 CA assembly, were designed and synthesized. The synthesized compounds were tested for their antiviral activities and cytotoxicities using CEM cells. Some derivatives also were assayed for their ability to inhibit HIV-1 CA assembly in vitro. Among them, compounds 14f and 14i display the most promising potency with EC50 values of 0.21 and 0.17 mu M, respectively. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.116
• 作为产物：
  描述：

  4-溴苯硫酚 在 氯化亚砜 、 双氧水 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 0.15h， 生成 methyl N-(4-bromobenzene)sulfonyl-L-serinate
  参考文献：
  名称：

  10.1134/s1070428024040237

  摘要：

  DOI：

  10.1134/s1070428024040237

文献信息

• Halofluorination of N-protected α,β-dehydro-α-amino acid esters—A convenient synthesis of α-fluoro-α-amino acid derivatives
  作者：Dirk Ulbrich、Constantin G. Daniliuc、Günter Haufe

  DOI：10.1016/j.jfluchem.2016.06.006

  日期：2016.8

  N-protected dehydroamino acid methyl esters have been converted to α-fluoro-β-halo amino acid derivatives under halofluorination reaction conditions. The influences of the nitrogen protecting group of the substrates and of the halonium electrophile on the reaction outcome and the stability of the obtained products have been studied. Furthermore, reduction of the halogen substituent (Cl or Br) under

  N-保护的脱氢氨基酸甲酯已在卤代氟化反应条件下转化为α-氟-β-卤代氨基酸衍生物。研究了底物的氮保护基和亲电子的卤化氢对反应结果和所得产物稳定性的影响。此外，在自由基条件下卤素取代基（Cl或Br）的还原提供了后续反应的可能性。然而，亲核取代反应失败。
• Synthesis and antiviral activities of novel acylhydrazone derivatives targeting HIV-1 capsid protein
  作者：Baohe Tian、Meizi He、Shixing Tang、Indira Hewlett、Zhiwu Tan、Jiebo Li、Yinxue Jin、Ming Yang

  DOI：10.1016/j.bmcl.2009.02.116

  日期：2009.4

  HIV-1 capsid protein (CA) plays important roles in the viral replication cycle. A number of acylhydrazone derivatives that act as inhibitors of HIV-1 CA assembly, were designed and synthesized. The synthesized compounds were tested for their antiviral activities and cytotoxicities using CEM cells. Some derivatives also were assayed for their ability to inhibit HIV-1 CA assembly in vitro. Among them, compounds 14f and 14i display the most promising potency with EC50 values of 0.21 and 0.17 mu M, respectively. (C) 2009 Elsevier Ltd. All rights reserved.
• 10.1134/s1070428024040237
  作者：Huang、Li、Yang、Chen

  DOI：10.1134/s1070428024040237

  日期：——