(1R,3S,6S,8S,8aS)-6-azido-6-(cyclohexen-1-ylmethyl)-1-ethyl-8-methoxy-5-oxo-1,2,3,7,8,8a-hexahydroindolizine-3-carboxylic acid | 494836-31-6

• 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: (1R,3S,6S,8S,8aS)-6-azido-6-(cyclohexen-1-ylmethyl)-1-ethyl-8-methoxy-5-oxo-1,2,3,7,8,8a-hexahydroindolizine-3-carboxylic acid
• CAS: 494836-31-6
• 化学式: C₁₉H₂₈N₄O₄
• 分子量: 376.456
• InChiKey: PHHNTWYATDULHU-CUGJGTHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  81.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (1R,3S,6S,8S,8aS)-6-azido-6-(cyclohexen-1-ylmethyl)-1-ethyl-8-methoxy-5-oxo-1,2,3,7,8,8a-hexahydroindolizine-3-carboxylic acid 在 palladium on activated charcoal 盐酸 、 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Targeting thrombin and factor VIIa: design, synthesis, and inhibitory activity of functionally relevant indolizidinones

  摘要：

  Guided by molecular modeling, docking experiments, and available X-ray crystal structure data on the serine protease Factor VIIa and thrombin, a series of indolizidinone derivatives was designed and synthesized having diverse functionality at the P-1, P-2, and P-3 sites. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00612-1
• 作为产物：
  描述：

  (S)-tert-butyl 2-((tert-butyldiphenylsilyloxy)methyl)-5-oxopyrrolidine-1-carboxylate 在 palladium on activated charcoal 4-二甲氨基吡啶 、 sodium chlorite 、 sodium dihydrogenphosphate 、 三氟化硼乙醚 、 B-溴代邻苯二氧硼烷 、 四丁基氟化铵 、 氢气 、 叔丁基锂 、 potassium hydride 、 二异丁基氢化铝 、 三乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 乙酸乙酯 、 甲苯 、 叔丁醇 为溶剂， -78.0 ℃ 、101.33 kPa 条件下， 生成 (1R,3S,6S,8S,8aS)-6-azido-6-(cyclohexen-1-ylmethyl)-1-ethyl-8-methoxy-5-oxo-1,2,3,7,8,8a-hexahydroindolizine-3-carboxylic acid
  参考文献：
  名称：

  Targeting thrombin and factor VIIa: design, synthesis, and inhibitory activity of functionally relevant indolizidinones

  摘要：

  Guided by molecular modeling, docking experiments, and available X-ray crystal structure data on the serine protease Factor VIIa and thrombin, a series of indolizidinone derivatives was designed and synthesized having diverse functionality at the P-1, P-2, and P-3 sites. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00612-1

文献信息

• Targeting thrombin and factor VIIa: design, synthesis, and inhibitory activity of functionally relevant indolizidinones
  作者：Stephen Hanessian、Eric Therrien、Kenneth Granberg、Ingemar Nilsson

  DOI：10.1016/s0960-894x(02)00612-1

  日期：2002.10

  Guided by molecular modeling, docking experiments, and available X-ray crystal structure data on the serine protease Factor VIIa and thrombin, a series of indolizidinone derivatives was designed and synthesized having diverse functionality at the P-1, P-2, and P-3 sites. (C) 2002 Elsevier Science Ltd. All rights reserved.