methyl 2-[8-(tert-butyl)-3-oxo-1-thia-4-azaspiro[4.5]dec-4-yl]acetate | 1384322-77-3

• 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: methyl 2-[8-(tert-butyl)-3-oxo-1-thia-4-azaspiro[4.5]dec-4-yl]acetate
• 英文别名: Methyl 2-(8-tert-butyl-3-oxo-1-thia-4-azaspiro[4.5]decan-4-yl)acetate
• CAS: 1384322-77-3
• 化学式: C₁₅H₂₅NO₃S
• 分子量: 299.434
• InChiKey: GPMANZBPHCYFNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  71.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-叠氮基乙酸甲酯 、 巯基乙酸 、 4-叔丁基环己酮 在 三苯基膦 作用下， 反应 0.17h， 以95%的产率得到methyl 2-[8-(tert-butyl)-3-oxo-1-thia-4-azaspiro[4.5]dec-4-yl]acetate
  参考文献：
  名称：

  The First One-Pot, Solvent-Free, Microwave-Accelerated, Three-Component Synthesis of Spirothiazolidin-4-ones via Staudinger/Aza-Wittig Coupling/Cyclization

  摘要：

  AbstractAn efficient and rapid, solvent‐free, microwave‐accelerated, one‐pot, three‐component protocol for the synthesis of spirothiazolidin‐4‐ones from organic azides is reported for the first time via Staudinger/aza‐Wittig coupling/cyclization. The solvent‐free approach overcomes the limitations associated with the prevailing solution‐phase methodologies in the case of amines. In particular, its novelty is that it eradicates the vital limitation, i.e., the accumulation of H2O (by‐product), which is known to affect the yield and rate of the reaction, thus affording the spirothiazolidin‐4‐ones in short reaction times in excellent yields.

  DOI：

  10.1002/hlca.201100441