(2S,3R)-3-{(S)-1-[5-(4-Methoxy-phenyl)-pyridin-3-ylmethyl]-2-oxo-azepan-3-ylcarbamoyl}-5-methyl-2-propyl-hexanoic acid tert-butyl ester | 258870-49-4

• 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: (2S,3R)-3-{(S)-1-[5-(4-Methoxy-phenyl)-pyridin-3-ylmethyl]-2-oxo-azepan-3-ylcarbamoyl}-5-methyl-2-propyl-hexanoic acid tert-butyl ester
• CAS: 258870-49-4
• 化学式: C₃₄H₄₉N₃O₅
• 分子量: 579.78
• InChiKey: LGAFZZAHDOCHDL-JBOQNHBVSA-N

物化性质

• 沸点：
  755.7±60.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.17
• 重原子数：
  42.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  97.83
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2S,3R)-3-{(S)-1-[5-(4-Methoxy-phenyl)-pyridin-3-ylmethyl]-2-oxo-azepan-3-ylcarbamoyl}-5-methyl-2-propyl-hexanoic acid tert-butyl ester 在 N-甲基吗啉 、 氨 、 三氟乙酸 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 生成 (2R,3S)-2-Isobutyl-N¹-{(S)-1-[5-(4-methoxy-phenyl)-pyridin-3-ylmethyl]-2-oxo-azepan-3-yl}-3-propyl-succinamide
  参考文献：
  名称：

  Synthesis and evaluation of succinoyl-caprolactam γ-secretase inhibitors

  摘要：

  The synthesis, evaluation, and structure-activity relationships of a series of succinoyl lactam inhibitors of the Alzheimer's disease gamma-secretase are described. Beginning with a screening hit with broad proteinase activity, optimization provided compounds with both high selectivity for inhibition of gamma-secretase and high potency in cellular assays of A beta reduction. The SAR and early in vivo properties of this series of inhibitors will be presented. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.055
• 作为产物：
  描述：

  3-溴-5-(氯甲基)吡啶 在 N-甲基吗啉 、 四(三苯基膦)钯 、 sodium hexamethyldisilazane 、 sodium carbonate 、 三氟乙酸 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 64.0h， 生成 (2S,3R)-3-{(S)-1-[5-(4-Methoxy-phenyl)-pyridin-3-ylmethyl]-2-oxo-azepan-3-ylcarbamoyl}-5-methyl-2-propyl-hexanoic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and evaluation of succinoyl-caprolactam γ-secretase inhibitors

  摘要：

  The synthesis, evaluation, and structure-activity relationships of a series of succinoyl lactam inhibitors of the Alzheimer's disease gamma-secretase are described. Beginning with a screening hit with broad proteinase activity, optimization provided compounds with both high selectivity for inhibition of gamma-secretase and high potency in cellular assays of A beta reduction. The SAR and early in vivo properties of this series of inhibitors will be presented. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.055