methyl (2S)-1-[((2S,4R)-1-p-tosyl-4-hydroxypyrrolidin-2-yl)methyl]pyrrolidine-2-carboxylate | 947697-29-2

• 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 (2S)-1-[((2S,4R)-1-p-tosyl-4-hydroxypyrrolidin-2-yl)methyl]pyrrolidine-2-carboxylate
• 英文别名: methyl (2S)-1-[[(2S,4R)-4-hydroxy-1-(4-methylphenyl)sulfonylpyrrolidin-2-yl]methyl]pyrrolidine-2-carboxylate
• CAS: 947697-29-2
• 化学式: C₁₈H₂₆N₂O₅S
• 分子量: 382.481
• InChiKey: QMWFGIDGCNISBI-UXLLHSPISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  95.5
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl (2S)-1-[((2S,4R)-1-p-tosyl-4-hydroxypyrrolidin-2-yl)methyl]pyrrolidine-2-carboxylate 在 氢溴酸 、 溶剂黄146 、 苯酚 作用下， 以55%的产率得到(3S,9S,11R)-11-hydroxy-1,7-diaza-2-oxotricyclo[7.3.0.03,7]dodecane hydrobromide
  参考文献：
  名称：

  Synthesis and Application of Novel Proline-Derived Chiral Piperazinones and Sulfamide-Amine Alcohols

  摘要：

  Several novel chiral piperazinone and sulfamide-amine alcohols were synthesized starting from inexpensive and readily available L-proline and trans-4-hydroxy-L-proline. The catalytic activity of the sulfamide-amine alcohols for the asymmetric addition of diethylzinc to benzaldehyde were evaluated preliminarily.

  DOI：

  10.1080/00397910701392400
• 作为产物：
  描述：

  L-脯氨酸甲酯盐酸盐 、 (2S,4R)-4-hydroxy-1-tosyl-2-p-tosyloxymethylpyrrolidine 在 sodium carbonate 作用下， 以 乙腈 为溶剂， 反应 36.0h， 以78%的产率得到methyl (2S)-1-[((2S,4R)-1-p-tosyl-4-hydroxypyrrolidin-2-yl)methyl]pyrrolidine-2-carboxylate
  参考文献：
  名称：

  Synthesis and Application of Novel Proline-Derived Chiral Piperazinones and Sulfamide-Amine Alcohols

  摘要：

  Several novel chiral piperazinone and sulfamide-amine alcohols were synthesized starting from inexpensive and readily available L-proline and trans-4-hydroxy-L-proline. The catalytic activity of the sulfamide-amine alcohols for the asymmetric addition of diethylzinc to benzaldehyde were evaluated preliminarily.

  DOI：

  10.1080/00397910701392400