ethyl [5-(diphenylphosphino)-2-(morpholin-4-yl-1,3-thiazol-4-yl)]acetate | 544466-52-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl [5-(diphenylphosphino)-2-(morpholin-4-yl-1,3-thiazol-4-yl)]acetate
• 英文别名: ethyl 2-(5-diphenylphosphanyl-2-morpholin-4-yl-1,3-thiazol-4-yl)acetate
• CAS: 544466-52-6
• 化学式: C₂₃H₂₅N₂O₃PS
• 分子量: 440.503
• InChiKey: VZSZFHXECULAKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.84
• 重原子数：
  30.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  51.66
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl [5-(diphenylphosphino)-2-(morpholin-4-yl-1,3-thiazol-4-yl)]acetate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以73%的产率得到[5-(diphenylphosphino)-2-(morpholin-4-yl)-1,3-thiazol-4-yl]acetic acid
  参考文献：
  名称：

  Palladium-catalyzed Suzuki cross-coupling of aryl halides with aryl boronic acids in the presence of glucosamine-based phosphines

  摘要：

  Carbohydrate-substituted phosphines are easily obtained in quite good yields by coupling of protected or non-protected D-glucosamine with the corresponding diphenylphosphino acid. These neutral ligands, in association with palladium acetate, are very active catalysts in the Suzuki cross-coupling reaction. The polyhydroxy phosphines are more active than the peracetylated phosphines. The process tolerates electron-rich as well as electron-poor substituents. Excellent turnovers, up to 97 000 are observed. (C) 2003 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(03)00636-3
• 作为产物：
  描述：

  二苯基溴膦 、 ethyl (2-morpholin-4-yl-1,3-thiazol-4-yl)acetate 在 三乙胺 作用下， 以 吡啶 为溶剂， 反应 20.0h， 以63%的产率得到ethyl [5-(diphenylphosphino)-2-(morpholin-4-yl-1,3-thiazol-4-yl)]acetate
  参考文献：
  名称：

  Palladium-catalyzed Suzuki cross-coupling of aryl halides with aryl boronic acids in the presence of glucosamine-based phosphines

  摘要：

  Carbohydrate-substituted phosphines are easily obtained in quite good yields by coupling of protected or non-protected D-glucosamine with the corresponding diphenylphosphino acid. These neutral ligands, in association with palladium acetate, are very active catalysts in the Suzuki cross-coupling reaction. The polyhydroxy phosphines are more active than the peracetylated phosphines. The process tolerates electron-rich as well as electron-poor substituents. Excellent turnovers, up to 97 000 are observed. (C) 2003 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(03)00636-3