Tert-butyl 2-oxo-3-(trifluoroacetyl)pyrrolidine-1-carboxylate | 1027461-31-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: Tert-butyl 2-oxo-3-(trifluoroacetyl)pyrrolidine-1-carboxylate
• 英文别名: tert-butyl 2-oxo-3-(2,2,2-trifluoroacetyl)pyrrolidine-1-carboxylate
• CAS: 1027461-31-9
• 化学式: C₁₁H₁₄F₃NO₄
• 分子量: 281.232
• InChiKey: NACBMNLTYPLOGJ-UHFFFAOYSA-N

物化性质

• 沸点：
  352.9±42.0 °C(Predicted)
• 密度：
  1.332±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  乙醇 、 Tert-butyl 2-oxo-3-(trifluoroacetyl)pyrrolidine-1-carboxylate 在 Rh₂(Oct)4 3 A molecular sieve 、 o-nitrobenzenesulfonyl azide 、 caesium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 生成 Tert-butyl 3-ethoxy-2-oxopyrrolidine-1-carboxylate
  参考文献：
  名称：

  Deacylative Oxidation Strategy for the Preparation of α-Functionalized Carbonyls

  摘要：

  alpha-Alkoxylation and amination of carbonyl derivatives is made possible through a unique deacylative coupling reaction that proceeds via in situ Rh-carbene formation and subsequent heteroatom-H (X-H) insertion. Reactions perform optimally with five- and six-membered ring lactone and lactam derivatives using both alcohol and carbamate substrates as coupling partners. Substituted ethylbenzoyl acetate starting materials have also proven to be effective for this oxidative process, affording alpha-functionalized esters under particularly mild and operationally facile conditions.

  DOI：

  10.1021/ol040039z
• 作为产物：
  描述：

  1-(叔丁氧羰基)-2-吡咯烷酮 、 alkaline earth salt of/the/ methylsulfuric acid 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 0.58h， 生成 Tert-butyl 2-oxo-3-(trifluoroacetyl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Deacylative Oxidation Strategy for the Preparation of α-Functionalized Carbonyls

  摘要：

  alpha-Alkoxylation and amination of carbonyl derivatives is made possible through a unique deacylative coupling reaction that proceeds via in situ Rh-carbene formation and subsequent heteroatom-H (X-H) insertion. Reactions perform optimally with five- and six-membered ring lactone and lactam derivatives using both alcohol and carbamate substrates as coupling partners. Substituted ethylbenzoyl acetate starting materials have also proven to be effective for this oxidative process, affording alpha-functionalized esters under particularly mild and operationally facile conditions.

  DOI：

  10.1021/ol040039z

文献信息

• Deacylative Oxidation Strategy for the Preparation of α-Functionalized Carbonyls
  作者：Benjamin H. Brodsky、J. Du Bois

  DOI：10.1021/ol040039z

  日期：2004.7.1

  alpha-Alkoxylation and amination of carbonyl derivatives is made possible through a unique deacylative coupling reaction that proceeds via in situ Rh-carbene formation and subsequent heteroatom-H (X-H) insertion. Reactions perform optimally with five- and six-membered ring lactone and lactam derivatives using both alcohol and carbamate substrates as coupling partners. Substituted ethylbenzoyl acetate starting materials have also proven to be effective for this oxidative process, affording alpha-functionalized esters under particularly mild and operationally facile conditions.