2-<(4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)methoxy>-1,3-propanediyl bis-L-valinate | 130914-74-8

• 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: 2-<(4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)methoxy>-1,3-propanediyl bis-L-valinate
• 英文别名: 2-((4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)methoxy)-1,3-propanediyl bis(N-((benzyloxy)carbonyl)-L-valinate)；[2-[(4-amino-2-oxopyrimidin-1-yl)methoxy]-3-[(2S)-3-methyl-2-(phenylmethoxycarbonylamino)butanoyl]oxypropyl] (2S)-3-methyl-2-(phenylmethoxycarbonylamino)butanoate
• CAS: 130914-74-8
• 化学式: C₃₄H₄₃N₅O₁₀
• 分子量: 681.743
• InChiKey: GQVAGUZZWYRBMP-VMPREFPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  49
• 可旋转键数：
  21
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  197
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  富马酸 、 2-<(4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)methoxy>-1,3-propanediyl bis-L-valinate 在 palladium on activated charcoal 1-甲基-1,4-环己二烯 作用下， 生成 2-<(4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)methoxy>-1,3-propanediyl-di-L-valinate fumarate
  参考文献：
  名称：

  An Efficient Synthesis of 2-[(4-Amino∼1,2-dihyro-2-oxo-1- pyrimidinyl)methoxyi-l,3-propanediyl-di-L-valinate an Anti-cytomegalovirus Agent

  摘要：

  An efficient synthesis for large scale preparation of the titled compound, a prodrug for the anti-HCMV agent 1-[2-hydroxy-1-(hydroxymethyl)ethoxyl]cytosine, 9, has been developed. The product of each step is easily purified by either distillation or recrystallization and the final product is obtained in a high overall yield.

  DOI：

  10.1080/15257779508009494
• 作为产物：
  描述：

  2-<(4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)methyloxy>-1,3-propanediyl dibenzoate 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 、 甲胺 、 zinc(II) chloride 作用下， 以 甲醇 、 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 66.0h， 生成 2-<(4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)methoxy>-1,3-propanediyl bis-L-valinate
  参考文献：
  名称：

  An Efficient Synthesis of 2-[(4-Amino∼1,2-dihyro-2-oxo-1- pyrimidinyl)methoxyi-l,3-propanediyl-di-L-valinate an Anti-cytomegalovirus Agent

  摘要：

  An efficient synthesis for large scale preparation of the titled compound, a prodrug for the anti-HCMV agent 1-[2-hydroxy-1-(hydroxymethyl)ethoxyl]cytosine, 9, has been developed. The product of each step is easily purified by either distillation or recrystallization and the final product is obtained in a high overall yield.

  DOI：

  10.1080/15257779508009494

文献信息

• Antiviral compounds
  申请人：Burroughs Wellcome Co.

  公开号：US05043339A1

  公开（公告）日：1991-08-27

  The present invention relates to amino acid esters of pyrimidine and purine nucleosides containing an acyclic side chain, and their use in medical therapy, particularly the treatment of herpes virus infections. Also provided are pharmaceutical formulations and processes for the preparation of compounds according to the invention.

  本发明涉及含有无环侧链的嘧啶和嘌呤核苷酸的氨基酸酯，以及它们在医疗治疗中的应用，特别是治疗疱疹病毒感染。同时提供了药物制剂和根据本发明制备化合物的过程。
• Antiviral pyrimidine and purine compounds, process for their preparation and pharmaceutical compositions containing them
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：EP0375329A2

  公开（公告）日：1990-06-27

  The present invention relates to amino acid esters of pyrimidine and purine nucleosides containing an acyclic side chain, and their use in medical therapy, particularly the treatment and prophylaxis of herpes virus infections. Also provided are pharmaceutical formulations and processes for the preparation of compounds according to the invention.

  本发明涉及含有无环侧链的嘧啶和嘌呤核苷的氨基酸酯及其在医学治疗中的用途，特别是疱疹病毒感染的治疗和预防。此外，还提供了根据本发明制备化合物的药物制剂和工艺。
• US5043339A
  申请人：——

  公开号：US5043339A

  公开（公告）日：1991-08-27
• US5318974A
  申请人：——

  公开号：US5318974A

  公开（公告）日：1994-06-07