1-{[5',5'-bis(pivaloyloxymethyl)pyrrolidin-2'-on-1'-yl]methyl}-1H,3H-pyrimidine-2,4-dione | 956512-96-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-{[5',5'-bis(pivaloyloxymethyl)pyrrolidin-2'-on-1'-yl]methyl}-1H,3H-pyrimidine-2,4-dione
• 英文别名: [2-(2,2-Dimethylpropanoyloxymethyl)-1-[(2,4-dioxopyrimidin-1-yl)methyl]-5-oxopyrrolidin-2-yl]methyl 2,2-dimethylpropanoate
• CAS: 956512-96-2
• 化学式: C₂₁H₃₁N₃O₇
• 分子量: 437.493
• InChiKey: PNQQDQTVIYQHKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  122
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-{[5',5'-bis(pivaloyloxymethyl)pyrrolidin-2'-on-1'-yl]methyl}-1H,3H-pyrimidine-2,4-dione 在 ammonium hydroxide 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以71%的产率得到1-{[5',5'-bis(hydroxymethyl)pyrrolidin-2'-on-1'-yl]methyl}-1H,3H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis and antiviral properties of aza-analogues of ganciclovir derived from 5,5-bis(hydroxymethyl)pyrrolidin-2-one

  摘要：

  Novel aza-analogues of ganciclovir were obtained from 1,5,5-tris(pivaloyloxymethyl)pyrrolidin-2-one by a one-pot base silylation/nucleoside coupling procedure. The compounds were evaluated for, but found to be devoid of, antiviral activity in vitro. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.08.032
• 作为产物：
  描述：

  1-aza-7,14-dioxadispiro[4.2.5.2]pentadecan-2-one 在 吡啶 、 N,O-双三甲硅基乙酰胺 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 193.0h， 生成 1-{[5',5'-bis(pivaloyloxymethyl)pyrrolidin-2'-on-1'-yl]methyl}-1H,3H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis and antiviral properties of aza-analogues of ganciclovir derived from 5,5-bis(hydroxymethyl)pyrrolidin-2-one

  摘要：

  Novel aza-analogues of ganciclovir were obtained from 1,5,5-tris(pivaloyloxymethyl)pyrrolidin-2-one by a one-pot base silylation/nucleoside coupling procedure. The compounds were evaluated for, but found to be devoid of, antiviral activity in vitro. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.08.032

文献信息

• Synthesis and antiviral properties of aza-analogues of ganciclovir derived from 5,5-bis(hydroxymethyl)pyrrolidin-2-one
  作者：Mariola Koszytkowska-Stawińska、Ewa Kołaczkowska、Ewa Adamkiewicz、Erik De Clercq

  DOI：10.1016/j.tet.2007.08.032

  日期：2007.10

  Novel aza-analogues of ganciclovir were obtained from 1,5,5-tris(pivaloyloxymethyl)pyrrolidin-2-one by a one-pot base silylation/nucleoside coupling procedure. The compounds were evaluated for, but found to be devoid of, antiviral activity in vitro. (C) 2007 Elsevier Ltd. All rights reserved.