heptan-3-oxo-spiro-4-(1',3'-thiazolidine)

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: heptan-3-oxo-spiro-4-(1',3'-thiazolidine)
• 英文别名: 1-(2-Propyl-1,3-thiazolidin-2-yl)propan-1-one；1-(2-propyl-1,3-thiazolidin-2-yl)propan-1-one
• 化学式: C₉H₁₇NOS
• 分子量: 187.306
• InChiKey: UPHJLFCDUULHNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-溴-4-庚酮 、 巯基乙胺 以 苯 为溶剂， 反应 82.0h， 以94%的产率得到heptan-3-oxo-spiro-4-(1',3'-thiazolidine)
  参考文献：
  名称：

  Reaction of α-halo ketone with 2-aminothiol: a new synthesis of thiazolidines with the oxo group migrated to the original position occupied by halogen atom

  摘要：

  The reaction of 2-bromo-3-oxo steroids with 2-aminoethanethiol led to the stereoselective formation of spiro[ steroid-3,2'-thiazolidin]2- ones as the major product. With both cyclic and acyclic alpha-halo alkanones, the reaction gave the thiazolidines with the oxo group migrated to the original position occupied by the halogen atom. In addition, it was found that the use of microwaves affords improvement of yields and shortening the reaction time in comparison with usual conditions. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.06.041

文献信息

• Reaction of α-halo ketone with 2-aminothiol: a new synthesis of thiazolidines with the oxo group migrated to the original position occupied by halogen atom
  作者：Masatoshi Matsushita、T. Tomoyoshi Takahashi、Takamitsu Utsukihara、Yohei Shimizu、Rob J. Jansen、C. Akira Horiuchi

  DOI：10.1016/j.tet.2007.06.041

  日期：2007.9

  The reaction of 2-bromo-3-oxo steroids with 2-aminoethanethiol led to the stereoselective formation of spiro[ steroid-3,2'-thiazolidin]2- ones as the major product. With both cyclic and acyclic alpha-halo alkanones, the reaction gave the thiazolidines with the oxo group migrated to the original position occupied by the halogen atom. In addition, it was found that the use of microwaves affords improvement of yields and shortening the reaction time in comparison with usual conditions. (C) 2007 Elsevier Ltd. All rights reserved.