1-O-tert-butyl 2-O-methyl (2S,4R,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate | 1310551-73-5

• 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: 1-O-tert-butyl 2-O-methyl (2S,4R,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate
• CAS: 1310551-73-5
• 化学式: C₁₉H₃₇NO₆Si
• 分子量: 403.591
• InChiKey: RWOYEMYAOHHXCK-QLFBSQMISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.31
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  85.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-O-tert-butyl 2-O-methyl (2S,4R,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate 在 2-硝基苯基丝氰酸酯 、 三丁基膦 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 以96%的产率得到
  参考文献：
  名称：

  Novel, sulfonamide linked inhibitors of the hepatitis C virus NS3 protease

  摘要：

  A sulfonamide replacement of the P2-P3 amide bond in the context of macrocyclic HCV NS3 protease inhibitors was investigated. These analogs displayed good inhibitory potency in the absence of any P3 capping group. The synthesis and preliminary SAR are described. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.060
• 作为产物：
  描述：

  (2S,4R,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(2-oxo-ethyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 在 二异丁基氢化铝 作用下， 以 四氢呋喃 为溶剂， 以78%的产率得到1-O-tert-butyl 2-O-methyl (2S,4R,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-(2-hydroxyethyl)pyrrolidine-1,2-dicarboxylate
  参考文献：
  名称：

  Novel, sulfonamide linked inhibitors of the hepatitis C virus NS3 protease

  摘要：

  A sulfonamide replacement of the P2-P3 amide bond in the context of macrocyclic HCV NS3 protease inhibitors was investigated. These analogs displayed good inhibitory potency in the absence of any P3 capping group. The synthesis and preliminary SAR are described. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.060

文献信息

• Novel, sulfonamide linked inhibitors of the hepatitis C virus NS3 protease
  作者：Thorsten A. Kirschberg、Neil H. Squires、Huiling Yang、Amoreena C. Corsa、Yang Tian、Neeraj Tirunagari、X. Christopher Sheng、Choung U. Kim

  DOI：10.1016/j.bmcl.2013.12.060

  日期：2014.2

  A sulfonamide replacement of the P2-P3 amide bond in the context of macrocyclic HCV NS3 protease inhibitors was investigated. These analogs displayed good inhibitory potency in the absence of any P3 capping group. The synthesis and preliminary SAR are described. (C) 2014 Elsevier Ltd. All rights reserved.