tert-butyl (2S,4S)-2-[4,5-dibromo-1-(2-trimethylsilylethoxymethyl)imidazol-2-yl]-4-methyl-pyrrolidine-1-carboxylate | 1335317-53-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: tert-butyl (2S,4S)-2-[4,5-dibromo-1-(2-trimethylsilylethoxymethyl)imidazol-2-yl]-4-methyl-pyrrolidine-1-carboxylate
• 英文别名: tert-butyl (2S,4S)-2-[4,5-dibromo-1-(2-trimethylsilylethoxymethyl)imidazol-2-yl]-4-methylpyrrolidine-1-carboxylate
• CAS: 1335317-53-7
• 化学式: C₁₉H₃₃Br₂N₃O₃Si
• 分子量: 539.383
• InChiKey: SGCRXYUCFMKDHZ-KBPBESRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.04
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  56.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S,4S)-2-[4,5-dibromo-1-(2-trimethylsilylethoxymethyl)imidazol-2-yl]-4-methyl-pyrrolidine-1-carboxylate 在 正丁基锂 、 sodium ethanolate 、 二异丁基氢化铝 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 生成 tert-butyl (2S,4S)-2-[5-formyl-1-(2-trimethylsilylethoxymethyl)thieno[2,3-d]imidazol-2-yl]-4-methyl-pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Discovery of thienoimidazole-based HCV NS5A inhibitors. Part 1: C2-Symmetric inhibitors with diyne and biphenyl linkers

  摘要：

  The discovery of C-2-symmetric bis-thienoimidazoles HCV NS5A inhibitors is herein reported. Two straightforward approaches to access the requisite diyne and biphenyl linker moieties are described. This study revealed the paramount importance of the aromatic character of the linker to achieve high genotype 1a potency. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.12.046
• 作为产物：
  描述：

  (2S,4S)-tert-butyl 2-(1H-imidazol-2-yl)-4-methylpyrrolidine-1-carboxylate 在 N-溴代丁二酰亚胺(NBS) 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 tert-butyl (2S,4S)-2-[4,5-dibromo-1-(2-trimethylsilylethoxymethyl)imidazol-2-yl]-4-methyl-pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Discovery of thienoimidazole-based HCV NS5A inhibitors. Part 1: C2-Symmetric inhibitors with diyne and biphenyl linkers

  摘要：

  The discovery of C-2-symmetric bis-thienoimidazoles HCV NS5A inhibitors is herein reported. Two straightforward approaches to access the requisite diyne and biphenyl linker moieties are described. This study revealed the paramount importance of the aromatic character of the linker to achieve high genotype 1a potency. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.12.046

文献信息

• [EN] ANALOGUES FOR THE TREATMENT OR PREVENTION OF FLAVIVIRUS INFECTIONS<br/>[FR] ANALOGUES POUR TRAITER OU PRÉVENIR LES INFECTIONS À FLAVIVIRUS
  申请人：VERTEX PHARMA

  公开号：WO2011119870A1

  公开（公告）日：2011-09-29

  Compounds represented by formula (I) : or pharmaceutically acceptable salts thereof, wherein A, B, B', X, Y, R1, R2, R2', R3, R3', R4, R4', R5, R5'm, n, or p are as defined herein, are useful for treating flaviviridae viral infections.

  公式(I)所代表的化合物或其药学上可接受的盐，其中A、B、B'、X、Y、R1、R2、R2'、R3、R3'、R4、R4'、R5、R5'、m、n或p的定义如本文所述，可用于治疗黄病毒科病毒感染。
• ANALOGUES FOR THE TREATMENT OR PREVENTION OF FLAVIVIRUS INFECTIONS
  申请人：Vertex Pharmaceuticals Incorporated

  公开号：US20130090364A1

  公开（公告）日：2013-04-11

  Compounds represented by formula I or pharmaceutically acceptable salts thereof, wherein A, B, B′, X, Y, R 1 , R 2 , R 2 ′, R 3 , R 3 ′, R 4 , R 4 ′, R 5 , R 5 ′m, n, or p are as defined herein, are useful for treating flaviviridae viral infections.

  以公式I表示的化合物或其药学上可接受的盐，其中A、B、B′、X、Y、R1、R2、R2′、R3、R3′、R4、R4′、R5、R5′、m、n或p的定义如本文所述，对于治疗黄病毒科病毒感染是有用的。
• Discovery of thienoimidazole-based HCV NS5A inhibitors. Part 1: C2-Symmetric inhibitors with diyne and biphenyl linkers
  作者：Simon Giroux、Darius Bilimoria、Caroline Cadilhac、Kevin M. Cottrell、Francois Denis、Evelyne Dietrich、Nigel Ewing、James A. Henderson、Lucille L’Heureux、Nagraj Mani、Mark Morris、Olivier Nicolas、T. Jagadeeswar Reddy、Subajini Selliah、Rebecca S. Shawgo、Jinwang Xu、Nathalie Chauret、Francoise Berlioz-Seux、Laval C. Chan、Sanjoy K. Das、Anne-Laure Grillot、Youssef L. Bennani、John P. Maxwell

  DOI：10.1016/j.bmcl.2014.12.046

  日期：2015.2

  The discovery of C-2-symmetric bis-thienoimidazoles HCV NS5A inhibitors is herein reported. Two straightforward approaches to access the requisite diyne and biphenyl linker moieties are described. This study revealed the paramount importance of the aromatic character of the linker to achieve high genotype 1a potency. (C) 2014 Elsevier Ltd. All rights reserved.