(5R)-5-[2-(4-methoxyphenyl)ethyl]-1,3-thiazolidine-2,4-dione | 1023698-43-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (5R)-5-[2-(4-methoxyphenyl)ethyl]-1,3-thiazolidine-2,4-dione
• CAS: 1023698-43-2
• 化学式: C₁₂H₁₃NO₃S
• 分子量: 251.306
• InChiKey: GTEYJWFHKWXKBG-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  S-(R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-4-(4-methoxyphenyl)-1-oxobutan-2-yl carbamothioate 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 2.0h， 生成 、 (5R)-5-[2-(4-methoxyphenyl)ethyl]-1,3-thiazolidine-2,4-dione
  参考文献：
  名称：

  Electrophilic α-thiocyanation of chiral and achiral N-acyl imides. A convenient route to 5-substituted and 5,5-disubstituted 2,4-thiazolidinediones

  摘要：

  Electrophilic alpha-thiocyanation of N-acyl carboximides using N-thiocyanatosuccinimide and hydrolytic cyclization of the adducts affords 5-substituted and 5,5-disubstituted 2,4-thiazolidinediones in good overall yields. alpha-Thiocyanation of chiral N-acyl carboximides proceeds with excellent diastereoselectivity, although partial racemization occurs during subsequent cyclization. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.034

文献信息

• Electrophilic α-thiocyanation of chiral and achiral N-acyl imides. A convenient route to 5-substituted and 5,5-disubstituted 2,4-thiazolidinediones
  作者：J.R. Falck、Shuanhu Gao、Ravi Naga Prasad、Sreenivasulu Reddy Koduru

  DOI：10.1016/j.bmcl.2008.02.034

  日期：2008.3

  Electrophilic alpha-thiocyanation of N-acyl carboximides using N-thiocyanatosuccinimide and hydrolytic cyclization of the adducts affords 5-substituted and 5,5-disubstituted 2,4-thiazolidinediones in good overall yields. alpha-Thiocyanation of chiral N-acyl carboximides proceeds with excellent diastereoselectivity, although partial racemization occurs during subsequent cyclization. (C) 2008 Elsevier Ltd. All rights reserved.