5-(N-methylsulfamoyl)pentyl pivalate | 1338075-51-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 5-(N-methylsulfamoyl)pentyl pivalate
• 英文别名: 5-(Methylsulfamoyl)pentyl 2,2-dimethylpropanoate；5-(methylsulfamoyl)pentyl 2,2-dimethylpropanoate
• CAS: 1338075-51-6
• 化学式: C₁₁H₂₃NO₄S
• 分子量: 265.374
• InChiKey: RHUXNBZPHMEGJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  80.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-bromo-8-methoxy-1,6-naphthyridine-7-carboxylic acid 、 5-(N-methylsulfamoyl)pentyl pivalate 在 copper(I) oxide 、 2,2'-联吡啶 作用下， 以 N-甲基吡咯烷酮 为溶剂， 生成 8-methoxy-5-((N-methyl-5-(pivaloyloxy)pentyl)sulfonamido)-1,6-naphthyridine-7-carboxylic acid
  参考文献：
  名称：

  Copper-Catalyzed C–N Coupling in the Synthesis of Integrase Inhibitors of Immunodeficiency Viruses

  摘要：

  This contribution describes the total synthesis of a complex macrocyclic integrase inhibitor, a key enzyme involved in the infection process of various immunodeficiency viruses. The key transformation of the synthetic strategy was the selective C-N coupling of a sulfonamide to a heteroaryl bromide in the presence of potentially competing amide and carbamate functionalities. The transformation was accomplished with CuI catalysis using bypiridine as the ligand in the presence of base and enabled a convergent approach to the target molecule.

  DOI：

  10.1021/op400228z

文献信息

• [EN] MACROCYCLIC INTEGRASE INHIBITORS<br/>[FR] INHIBITEURS DE L'INTÉGRASE MACROCYCLIQUE
  申请人：TIBOTEC PHARM LTD

  公开号：WO2011121105A1

  公开（公告）日：2011-10-06

  Compound having Formula (I) and pharmaceutically acceptable salts or solvates thereof, their pharmaceutical formulations and use as HIV inhibitors.

  具有化学式（I）的化合物及其药用盐或溶剂化合物，它们的药物配方以及作为HIV抑制剂的用途。
• MACROCYCLIC INTEGRASE INHIBITORS
  申请人：Thuring Johannes Wilhelmus J.

  公开号：US20130035341A1

  公开（公告）日：2013-02-07

  Compound having formula I and pharmaceutically acceptable salts or solvates thereof, their pharmaceutical formulations and use as HIV inhibitors.

  化学式为I的化合物及其药学上可接受的盐或溶剂化物，它们的制药配方和用途是HIV抑制剂。
• US8716293B2
  申请人：——

  公开号：US8716293B2

  公开（公告）日：2014-05-06
• Copper-Catalyzed C–N Coupling in the Synthesis of Integrase Inhibitors of Immunodeficiency Viruses
  作者：Jinguan Lin、Ioannis N. Houpis、Renmao Liu、Youchu Wang、Jianqian Zhang

  DOI：10.1021/op400228z

  日期：2014.1.17

  This contribution describes the total synthesis of a complex macrocyclic integrase inhibitor, a key enzyme involved in the infection process of various immunodeficiency viruses. The key transformation of the synthetic strategy was the selective C-N coupling of a sulfonamide to a heteroaryl bromide in the presence of potentially competing amide and carbamate functionalities. The transformation was accomplished with CuI catalysis using bypiridine as the ligand in the presence of base and enabled a convergent approach to the target molecule.