5,5-bis(pivaloyloxymethyl)pyrrolidin-2-one | 956512-93-9

• 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: 5,5-bis(pivaloyloxymethyl)pyrrolidin-2-one
• 英文别名: [2-(2,2-Dimethylpropanoyloxymethyl)-5-oxopyrrolidin-2-yl]methyl 2,2-dimethylpropanoate；[2-(2,2-dimethylpropanoyloxymethyl)-5-oxopyrrolidin-2-yl]methyl 2,2-dimethylpropanoate
• CAS: 956512-93-9
• 化学式: C₁₆H₂₇NO₅
• 分子量: 313.394
• InChiKey: JOJKEZICCBRGKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5,5-bis(pivaloyloxymethyl)pyrrolidin-2-one 在 N,O-双三甲硅基乙酰胺 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 97.0h， 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
• 作为产物：
  描述：

  3-(3-nitro-1,5-dioxaspiro[5.5]undec-3-yl)propionic acid methyl ester 在 palladium on activated charcoal 吡啶 、 氢气 作用下， 以 甲醇 为溶剂， 20.0~70.0 ℃ 、5.0 MPa 条件下， 反应 120.0h， 生成 5,5-bis(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