(S)-4-isopropyl-4-methyl-oxazolidine-2,5-dione

• 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: (S)-4-isopropyl-4-methyl-oxazolidine-2,5-dione
• 英文别名: (S)-4-isopropyl-4-methyloxazolidine-2,5-dione；(4S)-4-methyl-4-propan-2-yl-1,3-oxazolidine-2,5-dione
• 化学式: C₇H₁₁NO₃
• 分子量: 157.169
• InChiKey: OKQPWIQNBZVOCH-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  (S)-4-isopropyl-4-methyl-oxazolidine-2,5-dione 在 溶剂黄146 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 16.0h， 生成 (2R,5S)-5-isopropyl-5-methyl-2-(pyridine-2-yl)-3-(4-vinylbenzyl)imidazolidine-4-one
  参考文献：
  名称：

  Recyclable catalyst for the asymmetric Henry reaction based on functionalized imidazolidine-4-one-copper(II) complexes supported by a polystyrene copolymer

  摘要：

  Imidazolidine-4-one derivatives were anchored by the thiol-ene click reaction to a swellable pearl-like polystyrene copolymer and their complexes with Cu(II) acetate were utilized as recyclable heterogeneous catalysts for the Henry reaction of substituted aldehydes with nitromethane. The corresponding 2-nitroethanols were mostly obtained in high yields (65-99%) and with enantioselectivities of up to 92% ee. After a fivefold recycling of the catalyst, the decrease in enantioselectivity was negligible (Delta 3% ee). (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.09.112
• 作为产物：
  描述：

  (S)-(+)-2-benzyloxycarbonylamino-2,3-dimethylbutanoic acid 在 氯化亚砜 作用下， 反应 0.5h， 以57%的产率得到(S)-4-isopropyl-4-methyl-oxazolidine-2,5-dione
  参考文献：
  名称：

  Duality of Mechanism in the Tetramethylfluoroformamidinium Hexafluorophosphate-Mediated Synthesis of N-Benzyloxycarbonylamino Acid Fluorides

  摘要：

  DOI：

  10.1021/jo0009393

文献信息

• Recyclable catalyst for the asymmetric Henry reaction based on functionalized imidazolidine-4-one-copper(II) complexes supported by a polystyrene copolymer
  作者：Lydie Harmand、Pavel Drabina、Vladimír Pejchal、Lenka Husáková、Miloš Sedlák

  DOI：10.1016/j.tetlet.2015.09.112

  日期：2015.11

  Imidazolidine-4-one derivatives were anchored by the thiol-ene click reaction to a swellable pearl-like polystyrene copolymer and their complexes with Cu(II) acetate were utilized as recyclable heterogeneous catalysts for the Henry reaction of substituted aldehydes with nitromethane. The corresponding 2-nitroethanols were mostly obtained in high yields (65-99%) and with enantioselectivities of up to 92% ee. After a fivefold recycling of the catalyst, the decrease in enantioselectivity was negligible (Delta 3% ee). (C) 2015 Elsevier Ltd. All rights reserved.
• Duality of Mechanism in the Tetramethylfluoroformamidinium Hexafluorophosphate-Mediated Synthesis of <i>N</i>-Benzyloxycarbonylamino Acid Fluorides
  作者：Roberto Fiammengo、Giulia Licini、Alessia Nicotra、Giorgio Modena、Lucia Pasquato、Paolo Scrimin、Quirinus B. Broxterman、Bernard Kaptein

  DOI：10.1021/jo0009393

  日期：2001.8.1