(S)-tert-butyl 2-(4-bromo-2,4'-bithiazol-2'-yl)pyrrolidine-1-carboxylate | 1338605-39-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (S)-tert-butyl 2-(4-bromo-2,4'-bithiazol-2'-yl)pyrrolidine-1-carboxylate
• 英文别名: tert-butyl (2S)-2-[4-(4-bromo-1,3-thiazol-2-yl)-1,3-thiazol-2-yl]pyrrolidine-1-carboxylate
• CAS: 1338605-39-2
• 化学式: C₁₅H₁₈BrN₃O₂S₂
• 分子量: 416.363
• InChiKey: IHDJICCZUPQDDQ-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  112
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  L-脯氨酰胺 在 劳森试剂 、 potassium hydrogencarbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙二醇二甲醚 、 水 为溶剂， 反应 30.5h， 生成 (S)-tert-butyl 2-(4-bromo-2,4'-bithiazol-2'-yl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Highly efficient, multigram and enantiopure synthesis of (S)-2-(2,4′-bithiazol-2-yl)pyrrolidine

  摘要：

  (S)-2-(4-Bromo-2,4'-bithiazole)-1-(tert-butoxycarbonyl)pyrrolidine ((S)-1) was obtained as a single enantiomer and in high yield by means of a two-step modified Hantzsch thiazole synthesis reaction when bromoketone 3 and thioamide (S)-4 were used. Further conversion of (S)-1 into trimethyltin derivative (S)-2 broadens the scope for further cross-coupling reactions. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.128

文献信息

• Highly efficient, multigram and enantiopure synthesis of (S)-2-(2,4′-bithiazol-2-yl)pyrrolidine
  作者：Xavier Just-Baringo、Paolo Bruno、Fernando Albericio、Mercedes Álvarez

  DOI：10.1016/j.tetlet.2011.07.128

  日期：2011.10

  (S)-2-(4-Bromo-2,4'-bithiazole)-1-(tert-butoxycarbonyl)pyrrolidine ((S)-1) was obtained as a single enantiomer and in high yield by means of a two-step modified Hantzsch thiazole synthesis reaction when bromoketone 3 and thioamide (S)-4 were used. Further conversion of (S)-1 into trimethyltin derivative (S)-2 broadens the scope for further cross-coupling reactions. (C) 2011 Elsevier Ltd. All rights reserved.