1,5,5-tris(pivaloyloxymethyl)pyrrolidin-2-one | 956512-94-0

• 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: 1,5,5-tris(pivaloyloxymethyl)pyrrolidin-2-one
• 英文别名: [1,2-Bis(2,2-dimethylpropanoyloxymethyl)-5-oxopyrrolidin-2-yl]methyl 2,2-dimethylpropanoate；[1,2-bis(2,2-dimethylpropanoyloxymethyl)-5-oxopyrrolidin-2-yl]methyl 2,2-dimethylpropanoate
• CAS: 956512-94-0
• 化学式: C₂₂H₃₇NO₇
• 分子量: 427.538
• InChiKey: KZVMXWSLJJDIGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  99.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,5,5-tris(pivaloyloxymethyl)pyrrolidin-2-one 在 ammonium hydroxide 、 N,O-双三甲硅基乙酰胺 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 49.0h， 生成 6-amino-9-{[5',5'-bis(hydroxymethyl)pyrrolidin-2'-on-1'-yl]methyl}-9H-purine
  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 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 168.0h， 生成 1,5,5-tris(pivaloyloxymethyl)pyrrolidin-2-one
  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.