Fmoc-cyclohexylnorstatine ethyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: Fmoc-cyclohexylnorstatine ethyl ester
• 英文别名: ethyl (2R,3S)-4-cyclohexyl-3-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxybutanoate
• 化学式: C₂₇H₃₃NO₅
• 分子量: 451.563
• InChiKey: LQCPLCPRTCJHOB-LOSJGSFVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  84.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Fmoc-cyclohexylnorstatine ethyl ester 在 lithium hydroxide 作用下， 生成 (2R,3S)-4-Cyclohexyl-2-hydroxy-3-((S)-4-methyl-2-phenylacetylamino-pentanoylamino)-butyric acid
  参考文献：
  名称：

  Inhibitors of Aβ production: solid-phase synthesis and SAR of α-hydroxycarbonyl derivatives

  摘要：

  Inhibitors of amyloid-beta (Abeta) protein production have been widely pursued as a potential treatment for Alzheimer's disease. Following the identification of a 5 muM screening hit, SAR was initiated using solid-phase synthetic techniques. Two series of alpha-hydroxy esters and ketones which are sub-micromolar inhibitors of Abeta production were identified. The most potent alpha-hydroxyketone identified is approximately 30-fold more potent than the initial lead. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)01058-2

文献信息

• Solid phase synthesis of ketones from esters
  作者：Owen B. Wallace

  DOI：10.1016/s0040-4039(97)01085-x

  日期：1997.7

  A one-pot procedure for the solid phase synthesis of ketones from the corresponding esters, via in situ formation of the N-methoxy-N-methylamide, is described.

  描述了通过原位形成N-甲氧基-N-甲基酰胺从相应的酯固相合成酮的一锅法方法。