{(1S)-benzoylphenyl-(4R)-[1-((1S)-methyloxycarbonyl-2-phenylethylcarbamoyl)-3-(1S)-methyl-butylcarbamoyl]-(2R)-hydroxy-5-phenyl-pentyl}-carbamic acid tert-butyl ester | 1133960-25-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: {(1S)-benzoylphenyl-(4R)-[1-((1S)-methyloxycarbonyl-2-phenylethylcarbamoyl)-3-(1S)-methyl-butylcarbamoyl]-(2R)-hydroxy-5-phenyl-pentyl}-carbamic acid tert-butyl ester
• 英文别名: methyl (2S)-2-[[(2S)-2-[[(2R,4R,5S)-6-(4-benzoylphenyl)-2-benzyl-4-hydroxy-5-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoyl]amino]-4-methylpentanoyl]amino]-3-phenylpropanoate
• CAS: 1133960-25-4
• 化学式: C₄₇H₅₇N₃O₈
• 分子量: 791.985
• InChiKey: VJTZQYXICDNCMU-UNWHFORBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  58
• 可旋转键数：
  22
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  160
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  {(1S)-benzoylphenyl-(4R)-[1-((1S)-methyloxycarbonyl-2-phenylethylcarbamoyl)-3-(1S)-methyl-butylcarbamoyl]-(2R)-hydroxy-5-phenyl-pentyl}-carbamic acid tert-butyl ester 在 lithium hydroxide 、 水 作用下， 以 四氢呋喃 为溶剂， 以90%的产率得到
  参考文献：
  名称：

  Stereo-controlled synthesis of novel photoreactive γ-secretase inhibitors

  摘要：

  The stereoselective synthesis of novel photoreactive gamma-secretase inhibitors 2 and 3 has been achieved. Key steps of the strategy involve preparation of alpha-N-Boc-epoxide 8 and formation of lactone 14 in a practical and stereo-controlled fashion. Compounds 2 and 3 are potent gamma-secretase inhibitors and directly interact with presenilin-1, a catalytic subunit of gamma-secretase. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.117
• 作为产物：
  描述：

  methyl ((2R,4R,5S)-6-(4-benzoylphenyl)-2-benzyl-5-((tert-butoxycarbonyl)amino)-4-((tert-butyldimethylsilyl)oxy)hexanoyl)-L-leucyl-L-phenylalaninate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以85%的产率得到{(1S)-benzoylphenyl-(4R)-[1-((1S)-methyloxycarbonyl-2-phenylethylcarbamoyl)-3-(1S)-methyl-butylcarbamoyl]-(2R)-hydroxy-5-phenyl-pentyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Stereo-controlled synthesis of novel photoreactive γ-secretase inhibitors

  摘要：

  The stereoselective synthesis of novel photoreactive gamma-secretase inhibitors 2 and 3 has been achieved. Key steps of the strategy involve preparation of alpha-N-Boc-epoxide 8 and formation of lactone 14 in a practical and stereo-controlled fashion. Compounds 2 and 3 are potent gamma-secretase inhibitors and directly interact with presenilin-1, a catalytic subunit of gamma-secretase. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.117

文献信息

• Stereo-controlled synthesis of novel photoreactive γ-secretase inhibitors
  作者：Guangli Yang、Ye Ingrid Yin、Jiong Chun、Christopher C. Shelton、Ouathek Ouerfelli、Yue-Ming Li

  DOI：10.1016/j.bmcl.2008.11.117

  日期：2009.2

  The stereoselective synthesis of novel photoreactive gamma-secretase inhibitors 2 and 3 has been achieved. Key steps of the strategy involve preparation of alpha-N-Boc-epoxide 8 and formation of lactone 14 in a practical and stereo-controlled fashion. Compounds 2 and 3 are potent gamma-secretase inhibitors and directly interact with presenilin-1, a catalytic subunit of gamma-secretase. (C) 2008 Elsevier Ltd. All rights reserved.