(S)-2-[1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1H-imidazol-4-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester | 917083-06-8

• 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: (S)-2-[1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1H-imidazol-4-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester
• CAS: 917083-06-8
• 化学式: C₂₁H₂₆N₄O₇
• 分子量: 446.46
• InChiKey: FAIYIAKBVCPZBM-MIGDXVIRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.23
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  146.38
• 氢给体数：
  4.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (S)-2-[1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1H-imidazol-4-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 4-N-[(S)-pyrrolidine-2-carbonyl]amino-1-β-D-ribofuranosylimidazole
  参考文献：
  名称：

  Synthesis of Ribavirin Analogues Containing Amino‐Acid Residues

  摘要：

  A convenient procedure for coupling 1,2,3,5-tetra-O-acetyl-,beta-D-ribofuranose and 4-nitroimidazole was developed to obtain beta-anomer as the major product. A novel category of nucleoside analogues with the introduction of natural L-amino acids to the base moiety were designed and synthesized to develop selective and effective antiviral agents.

  DOI：

  10.1081/scc-200054185
• 作为产物：
  描述：

  N-苄氧羰基-L-脯氨酸 在 氨 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 为溶剂， 生成 (S)-2-[1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1H-imidazol-4-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Synthesis of Ribavirin Analogues Containing Amino‐Acid Residues

  摘要：

  A convenient procedure for coupling 1,2,3,5-tetra-O-acetyl-,beta-D-ribofuranose and 4-nitroimidazole was developed to obtain beta-anomer as the major product. A novel category of nucleoside analogues with the introduction of natural L-amino acids to the base moiety were designed and synthesized to develop selective and effective antiviral agents.

  DOI：

  10.1081/scc-200054185