(3'S,4S)-4-benzyl-3-[3'-hydroxy-3'-(4-nitrophenyl)propionyl]oxazolidin-2-one | 494803-05-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3'S,4S)-4-benzyl-3-[3'-hydroxy-3'-(4-nitrophenyl)propionyl]oxazolidin-2-one
• 英文别名: (4S)-4-benzyl-3-[(3S)-3-hydroxy-3-(4-nitrophenyl)propanoyl]-1,3-oxazolidin-2-one
• CAS: 494803-05-3
• 化学式: C₁₉H₁₈N₂O₆
• 分子量: 370.362
• InChiKey: CRVBEAJXMFXVMU-IRXDYDNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3'S,4S)-4-benzyl-3-[3'-hydroxy-3'-(4-nitrophenyl)propionyl]oxazolidin-2-one 在 咪唑 、 2,6-二甲基吡啶 、 lithium hydroxide 、 四氧化锇 、 四(三苯基膦)钯 、 N-甲基吲哚酮 、 草酰氯 、 四丁基氟化铵 、 双氧水 、 溶剂黄146 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 、 苯 为溶剂， 反应 20.5h， 生成 (4S)-1,4-dihydroxy-4-(4-nitrophenyl)butan-2-one
  参考文献：
  名称：

  Asymmetric synthesis of aldol products derived from unsymmetrical ketones: assignment of the absolute configuration of antibody aldol products

  摘要：

  Compounds 1-7 are the products formed by aldol condensation of p-nitrobenzaldehyde with a series of unsymmetrical ketones, the reaction occurring at the less substituted carbon. The asymmetric synthesis of 1-7 using the Evans's asymmetric aldol methodology is described in detail. These syntheses were completed to allow us to assign the absolute configuration of products 1-3, obtained in a single step in the presence of the aldolase I antibody 84G3. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00410-x
• 作为产物：
  描述：

  对硝基苯甲醛 、 (S)-3-乙酰基-4-苯甲基-2-唑烷酮 在 三氟甲磺酸二丁硼 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (3'S,4S)-4-benzyl-3-[3'-hydroxy-3'-(4-nitrophenyl)propionyl]oxazolidin-2-one 、 (3'R,4S)-4-benzyl-3-[3'-hydroxy-3'-(4-nitrophenyl)propionyl]oxazolidin-2-one
  参考文献：
  名称：

  Asymmetric synthesis of aldol products derived from unsymmetrical ketones: assignment of the absolute configuration of antibody aldol products

  摘要：

  Compounds 1-7 are the products formed by aldol condensation of p-nitrobenzaldehyde with a series of unsymmetrical ketones, the reaction occurring at the less substituted carbon. The asymmetric synthesis of 1-7 using the Evans's asymmetric aldol methodology is described in detail. These syntheses were completed to allow us to assign the absolute configuration of products 1-3, obtained in a single step in the presence of the aldolase I antibody 84G3. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00410-x

文献信息

• Asymmetric synthesis of aldol products derived from unsymmetrical ketones: assignment of the absolute configuration of antibody aldol products
  作者：V. Maggiotti、J.-B. Wong、R. Razet、A.R. Cowley、V. Gouverneur

  DOI：10.1016/s0957-4166(02)00410-x

  日期：2002.8

  Compounds 1-7 are the products formed by aldol condensation of p-nitrobenzaldehyde with a series of unsymmetrical ketones, the reaction occurring at the less substituted carbon. The asymmetric synthesis of 1-7 using the Evans's asymmetric aldol methodology is described in detail. These syntheses were completed to allow us to assign the absolute configuration of products 1-3, obtained in a single step in the presence of the aldolase I antibody 84G3. (C) 2002 Elsevier Science Ltd. All rights reserved.