(2S,1R,5R,3R)-3-[({[(5-bromo-(2-pyridyl))amino]thioxomethyl}[2-(2-fluorophenyl)ethyl]amino)methyl]-7,7-dimethyl-4,6,8-trioxabicyclo[3.3.0]octan-2-ol

• 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: (2S,1R,5R,3R)-3-[({[(5-bromo-(2-pyridyl))amino]thioxomethyl}[2-(2-fluorophenyl)ethyl]amino)methyl]-7,7-dimethyl-4,6,8-trioxabicyclo[3.3.0]octan-2-ol
• 英文别名: 1-[[(3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl]-3-(5-bromopyridin-2-yl)-1-[2-(2-fluorophenyl)ethyl]thiourea
• 化学式: C₂₂H₂₅BrFN₃O₄S
• 分子量: 526.427
• InChiKey: QKITWLLOCGNWCB-GSEOLPGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1,2-O-异亚丙基-D-呋喃葡萄糖 在 sodium tetrahydroborate 、 sodium periodate 、 碳酸氢钠 、 sodium sulfate 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成 (2S,1R,5R,3R)-3-[({[(5-bromo-(2-pyridyl))amino]thioxomethyl}[2-(2-fluorophenyl)ethyl]amino)methyl]-7,7-dimethyl-4,6,8-trioxabicyclo[3.3.0]octan-2-ol
  参考文献：
  名称：

  Introduction of a Carbohydrate Moiety into the Structure of Thiourea Compounds Targeting HIV-1 Reverse Transcriptase

  摘要：

  We developed a novel approach to-introduce a carbohydrate moiety into the structure of thiourea compounds targeting the NNI binding pocket of the HIV-1 reverse transcriptase. The described method involves the synthesis of an amino-substituted carbohydrate moiety which is then condensed with various thiocarbonylimidazole derivatives of substituted aromatic amines.

  DOI：

  10.1081/scc-120017195

文献信息

• Introduction of a Carbohydrate Moiety into the Structure of Thiourea Compounds Targeting HIV-1 Reverse Transcriptase
  作者：P. Mallikarjun Goud、T. K. Venkatachalam、F. M. Uckun

  DOI：10.1081/scc-120017195

  日期：2003.1.5

  We developed a novel approach to-introduce a carbohydrate moiety into the structure of thiourea compounds targeting the NNI binding pocket of the HIV-1 reverse transcriptase. The described method involves the synthesis of an amino-substituted carbohydrate moiety which is then condensed with various thiocarbonylimidazole derivatives of substituted aromatic amines.