| 1359987-73-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1359987-73-7
• 化学式: C₃₁H₄₉NO₃Sn
• 分子量: 602.445
• InChiKey: AECYFJOWZODXHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.57
• 重原子数：
  36.0
• 可旋转键数：
  14.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  在 cesium fluoride 作用下， 以 甲醇 、 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 100.0 ℃ 、1.0 MPa 条件下， 反应 3.0h， 生成 (S)-[tert-Butoxycarbonyl-(4-methoxy-phenyl)-amino]-phenyl-acetic acid methyl ester 、 (R)-[tert-Butoxycarbonyl-(4-methoxy-phenyl)-amino]-phenyl-acetic acid methyl ester
  参考文献：
  名称：

  Synthesis of Arylglycine and Mandelic Acid Derivatives through Carboxylations of α-Amido and α-Acetoxy Stannanes with Carbon Dioxide

  摘要：

  Incorporation reactions of carbon dioxide (CO2) with N-Boc-alpha\-amido and a-acetoxy stannanes were developed using CsF as a mild tin activator. Monoprotected alpha-amido stannanes could be used, and the corresponding arylglycine derivatives were obtained in moderate-to-high yields under 1 MPa (10 atm) of CO2 pressure. alpha-Acetoxy stannanes also underwent carboxylation to afford mandelic acid derivatives in excellent yields under ambient CO2 pressure. Both transformations enabled the synthesis of alpha-tertiary and alpha-quaternary carboxylic acid derivatives. In addition, the chirality of (S)-N-tert-butylsulfonyl-alpha-amido stannanes was transferred with up to 90% inversion of configuration at 100 degrees C.

  DOI：

  10.1021/jo202597p