((2R,6R)-4-chloro-1,2,3,5,6,7-hexahydrodipyrrolo[2,3-b:3',2'-e]pyridine-2,6-diyl)dimethanol | 1361336-03-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: ((2R,6R)-4-chloro-1,2,3,5,6,7-hexahydrodipyrrolo[2,3-b:3',2'-e]pyridine-2,6-diyl)dimethanol
• 英文别名: [(5R,11R)-8-chloro-11-(hydroxymethyl)-2,4,12-triazatricyclo[7.3.0.03,7]dodeca-1,3(7),8-trien-5-yl]methanol
• CAS: 1361336-03-9
• 化学式: C₁₁H₁₄ClN₃O₂
• 分子量: 255.704
• InChiKey: PANMDCVJLPXWPF-PHDIDXHHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  77.4
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2R,6R)-di-tert-butyl-2,6-bis((tert-butyldimethylsilyloxy)methyl)-4-chloro-2,3,5,6-tetrahydrodipyrrolo[2,3-b:3',2'-e]pyridine-1,7-dicarboxylate 在 三氟乙酸 作用下， 反应 3.0h， 以83.9%的产率得到((2R,6R)-4-chloro-1,2,3,5,6,7-hexahydrodipyrrolo[2,3-b:3',2'-e]pyridine-2,6-diyl)dimethanol
  参考文献：
  名称：

  Iterative One Pot Reactions of a Chiral Sulfamidate with 2,4,6-Trichloropyridine: Regiocontrolled Synthesis of Linear and Angular Chiral Dipyrrolidino Pyridines

  摘要：

  The product of the ring opening of a chiral sulfamidate with the 3-lithiopyridine species obtained by deprotonation of 2,4,6-trichloropyridine with n-BuLi can be deprotonated again in situ with n-BuLi and reacted with a second equivalent of the sulfamidate furnishing a bis beta-aminoethyl pyridine derivative which can be cyclized regioselectively to linear or angular chiral dipyrrolidino pyridines.

  DOI：

  10.3987/com-11-12360

文献信息

• Iterative One Pot Reactions of a Chiral Sulfamidate with 2,4,6-Trichloropyridine: Regiocontrolled Synthesis of Linear and Angular Chiral Dipyrrolidino Pyridines
  作者：Paul Hebeisen、André Alker、Markus Buerkler

  DOI：10.3987/com-11-12360

  日期：——

  The product of the ring opening of a chiral sulfamidate with the 3-lithiopyridine species obtained by deprotonation of 2,4,6-trichloropyridine with n-BuLi can be deprotonated again in situ with n-BuLi and reacted with a second equivalent of the sulfamidate furnishing a bis beta-aminoethyl pyridine derivative which can be cyclized regioselectively to linear or angular chiral dipyrrolidino pyridines.