(4S)-3-[(3S)-3-[(4S)-4-benzyl-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoyl]-4-phenyl-1,3-oxazolidin-2-one | 1383790-39-3

• 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: (4S)-3-[(3S)-3-[(4S)-4-benzyl-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoyl]-4-phenyl-1,3-oxazolidin-2-one
• CAS: 1383790-39-3
• 化学式: C₂₃H₂₄N₂O₃S₂
• 分子量: 440.587
• InChiKey: YRMRISRBIJPBFS-FFZOFVMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (S)-4-苯基-2-恶唑烷酮 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 (4S)-3-[(3S)-3-[(4S)-4-benzyl-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoyl]-4-phenyl-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Oxazolidine-2-thiones and Thiazolidine-2-thiones as Nucleophiles in Intermolecular Michael Additions

  摘要：

  Conjugate addition of thiazolidinethiones and oxazolidinethiones to N-crotonylthiazolidinethiones and -oxazolidinethiones was observed in the presence of excess triethylamine in dichloromethane. The addition takes place by the nitrogen of the heterocycle with high diastereoselectivity. It was observed that the stereoselective addition occurs on the anti-s-cis conformation of the N-enoyl sulfur-containing heterocycle.

  DOI：

  10.1021/ol301489y

文献信息

• Oxazolidine-2-thiones and Thiazolidine-2-thiones as Nucleophiles in Intermolecular Michael Additions
  作者：Laura Munive、Veronica M. Rivas、Aurelio Ortiz、Horacio F. Olivo

  DOI：10.1021/ol301489y

  日期：2012.7.6

  Conjugate addition of thiazolidinethiones and oxazolidinethiones to N-crotonylthiazolidinethiones and -oxazolidinethiones was observed in the presence of excess triethylamine in dichloromethane. The addition takes place by the nitrogen of the heterocycle with high diastereoselectivity. It was observed that the stereoselective addition occurs on the anti-s-cis conformation of the N-enoyl sulfur-containing heterocycle.