(6S,8aR,2'S)-6-N-(2'-pyrrolidinylcarbonyl)amino-6-(2-methylpropyl)-8a-carboxamidoindolizidin-5-one hydrochloride | 1004984-11-5

• 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: (6S,8aR,2'S)-6-N-(2'-pyrrolidinylcarbonyl)amino-6-(2-methylpropyl)-8a-carboxamidoindolizidin-5-one hydrochloride
• 英文别名: (6S,8aR)-6-(2-methylpropyl)-5-oxo-6-[[(2S)-pyrrolidine-2-carbonyl]amino]-2,3,7,8-tetrahydro-1H-indolizine-8a-carboxamide;hydrochloride
• CAS: 1004984-11-5
• 化学式: C₁₈H₃₀N₄O₃*ClH
• 分子量: 386.922
• InChiKey: YMAWYIWZHVITCR-NUJREGFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  105
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (6S,8aR,2'S)-6-N-(tert-butoxycarbonyl-2'-pyrrolidinylcarbonyl)amino-6-(2-methylpropyl)-8a-carboxamidoindolizidin-5-one 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.25h， 以74 mg的产率得到(6S,8aR,2'S)-6-N-(2'-pyrrolidinylcarbonyl)amino-6-(2-methylpropyl)-8a-carboxamidoindolizidin-5-one hydrochloride
  参考文献：
  名称：

  Allosteric Modulation of the Dopamine Receptor by Conformationally Constrained Type VI β-Turn Peptidomimetics of Pro-Leu-Gly-NH₂

  摘要：

  A peptidomimetic of Pro-Leu-Pro-NH2, 7, possessing an indolizidinone type VI beta-turn mimic was synthesized via improved high-yielding protocols for the preparation and Cbz protection of a-allylproline. Bicyclic peptidomimetic 7 and spirobicylic peptidomimetic 8 enhanced the binding of [H-3]N-propylnorapomorphine to dopamine receptors indicating that a type VI beta-turn is a possible bioactive conformation of the homochiral Pro-Leu-Pro-NH2 and Pro-Pro-Pro-NH2 analogues of Pro-Leu-Gly-NH2 at the dopamine receptor allosteric regulatory site.

  DOI：

  10.1021/jm070895r

文献信息

• Allosteric Modulation of the Dopamine Receptor by Conformationally Constrained Type VI β-Turn Peptidomimetics of Pro-Leu-Gly-NH₂
  作者：Ashish P. Vartak、Kevin Skoblenick、Nancy Thomas、Ram K. Mishra、Rodney L. Johnson

  DOI：10.1021/jm070895r

  日期：2007.12.27

  A peptidomimetic of Pro-Leu-Pro-NH2, 7, possessing an indolizidinone type VI beta-turn mimic was synthesized via improved high-yielding protocols for the preparation and Cbz protection of a-allylproline. Bicyclic peptidomimetic 7 and spirobicylic peptidomimetic 8 enhanced the binding of [H-3]N-propylnorapomorphine to dopamine receptors indicating that a type VI beta-turn is a possible bioactive conformation of the homochiral Pro-Leu-Pro-NH2 and Pro-Pro-Pro-NH2 analogues of Pro-Leu-Gly-NH2 at the dopamine receptor allosteric regulatory site.