(3-Ethyl-5-oxo-7-phenyl-2-thioxo-3,5,6,7-tetrahydro-2H-pyrano[2,3-d]thiazol-6-yl)-phosphonic acid diethyl ester | 762292-94-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (3-Ethyl-5-oxo-7-phenyl-2-thioxo-3,5,6,7-tetrahydro-2H-pyrano[2,3-d]thiazol-6-yl)-phosphonic acid diethyl ester
• CAS: 762292-94-4
• 化学式: C₁₈H₂₂NO₅PS₂
• 分子量: 427.482
• InChiKey: QVGLTIPWHWEQDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.98
• 重原子数：
  27.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  66.76
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (3-Ethyl-5-oxo-7-phenyl-2-thioxo-3,5,6,7-tetrahydro-2H-pyrano[2,3-d]thiazol-6-yl)-phosphonic acid diethyl ester 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 3.0h， 以60%的产率得到(3-Ethyl-5-oxo-7-phenyl-2-thioxo-3,5-dihydro-2H-pyrano[2,3-d]thiazol-6-yl)-phosphonic acid diethyl ester
  参考文献：
  名称：

  FUSED PHOSPHONO SUBSTITUTED O-, AND N-HETEROCYCLES via CONDENSATIVE CYCLISATION REACTIONS OF α-PHOSPHONYL CARBANIONS WITH 4-THIAZOLIDINONES

  摘要：

  Phosphono substituted-thiazolones 5a,b together with fused phosphono-pyran-5-ones 9a,b and the diolefins 8a-d were regioselectively prepared in, reasonable yields from). the reactions of 5-arylidene-4-thiazolidinones 1a,b with phosphonoacetates 2a,b. Conversely, Michael addition products 11a,b (similar to30%)) along with. the phosphono substituted-thiazole derivatives 12ab (similar to33%) were obtained from treating 1a,b with cyanomethylenphosphates (2c). The reactions of 1a,b with vinylphosphate 2d proceed with phase-transfer catalysis, yielding the corresponding 2-thioalkyl-derivatives 14a,b and phosphonates 13a,b.

  DOI：

  10.1080/10426500490468119
• 作为产物：
  描述：

  磷酰基乙酸三乙酯 、 5-(苯基亚甲基)-2-硫氧代-4-噻唑啉酮 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以30%的产率得到diethyl 2-[5-(phenylmethylene)-4-oxo-4H-1,3-thiazol-2-yl]-1,2-ethylenedicarboxylate
  参考文献：
  名称：

  FUSED PHOSPHONO SUBSTITUTED O-, AND N-HETEROCYCLES via CONDENSATIVE CYCLISATION REACTIONS OF α-PHOSPHONYL CARBANIONS WITH 4-THIAZOLIDINONES

  摘要：

  Phosphono substituted-thiazolones 5a,b together with fused phosphono-pyran-5-ones 9a,b and the diolefins 8a-d were regioselectively prepared in, reasonable yields from). the reactions of 5-arylidene-4-thiazolidinones 1a,b with phosphonoacetates 2a,b. Conversely, Michael addition products 11a,b (similar to30%)) along with. the phosphono substituted-thiazole derivatives 12ab (similar to33%) were obtained from treating 1a,b with cyanomethylenphosphates (2c). The reactions of 1a,b with vinylphosphate 2d proceed with phase-transfer catalysis, yielding the corresponding 2-thioalkyl-derivatives 14a,b and phosphonates 13a,b.

  DOI：

  10.1080/10426500490468119