Methyl 2-bromo-2-(5-oxopyrrolidin-2-yl)propanoate | 373640-32-5

• 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: Methyl 2-bromo-2-(5-oxopyrrolidin-2-yl)propanoate
• 英文别名: methyl 2-bromo-2-(5-oxopyrrolidin-2-yl)propanoate
• CAS: 373640-32-5
• 化学式: C₈H₁₂BrNO₃
• 分子量: 250.092
• InChiKey: DKDDIDBQXWFJSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl 2-bromo-2-(5-oxopyrrolidin-2-yl)propanoate 在 4-二甲氨基吡啶 、 三乙基硼 、 三正丁基氢锡 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 生成 2-(1-Methoxycarbonyl-ethyl)-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Influence of N-substituted lactams on acyclic free radical based hydrogen transfer

  摘要：

  anti Relative stereochemistry is achieved in the hydrogen-transfer reaction of a lactam adjacent to the carbon-centered radical. The sense of diastereoselectivity is reversed using N-substituted lactams, and optimal results favoring syn reduced products are obtained with an alpha -methylbenzyl group and a Boc group. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01213-8
• 作为产物：
  描述：

  5-乙氧基-2-吡咯烷酮 、 methyl ((2-bromo-1-methoxyprop-1-en-1-yl)oxy)trimethylsilane 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到Methyl 2-bromo-2-(5-oxopyrrolidin-2-yl)propanoate
  参考文献：
  名称：

  Influence of N-substituted lactams on acyclic free radical based hydrogen transfer

  摘要：

  anti Relative stereochemistry is achieved in the hydrogen-transfer reaction of a lactam adjacent to the carbon-centered radical. The sense of diastereoselectivity is reversed using N-substituted lactams, and optimal results favoring syn reduced products are obtained with an alpha -methylbenzyl group and a Boc group. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01213-8

文献信息

• Influence of N-substituted lactams on acyclic free radical based hydrogen transfer
  作者：Yvan Guindon、Mohammed Bencheqroun

  DOI：10.1016/s0040-4039(01)01213-8

  日期：2001.8

  anti Relative stereochemistry is achieved in the hydrogen-transfer reaction of a lactam adjacent to the carbon-centered radical. The sense of diastereoselectivity is reversed using N-substituted lactams, and optimal results favoring syn reduced products are obtained with an alpha -methylbenzyl group and a Boc group. (C) 2001 Elsevier Science Ltd. All rights reserved.