{(1S,2S)-2-Methyl-1-[(2S,5S)-2-methyl-5-((2S,4R)-4-methyl-5-oxo-tetrahydro-furan-2-yl)-3-oxo-[1,4]diazecane-1-carbonyl]-butyl}-carbamic acid tert-butyl ester | 873017-46-0

• 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: {(1S,2S)-2-Methyl-1-[(2S,5S)-2-methyl-5-((2S,4R)-4-methyl-5-oxo-tetrahydro-furan-2-yl)-3-oxo-[1,4]diazecane-1-carbonyl]-butyl}-carbamic acid tert-butyl ester
• CAS: 873017-46-0
• 化学式: C₂₅H₄₃N₃O₆
• 分子量: 481.633
• InChiKey: KPJHKJRWSRUDQK-XSEPRYCASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.15
• 重原子数：
  34.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  114.04
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  {(1S,2S)-2-Methyl-1-[(2S,5S)-2-methyl-5-((2S,4R)-4-methyl-5-oxo-tetrahydro-furan-2-yl)-3-oxo-[1,4]diazecane-1-carbonyl]-butyl}-carbamic acid tert-butyl ester 、 (S)-2-Amino-3-methyl-N-pyridin-4-ylmethyl-butyramide 在 2-羟基吡啶 作用下， 生成 {(1S,2S)-1-[(2S,5S)-5-((1S,3R)-1-Hydroxy-3-{(S)-2-methyl-1-[(pyridin-4-ylmethyl)-carbamoyl]-propylcarbamoyl}-butyl)-2-methyl-3-oxo-[1,4]diazecane-1-carbonyl]-2-methyl-butyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Macrocyclic peptidomimetic inhibitors of β-secretase (BACE): First X-ray structure of a macrocyclic peptidomimetic-BACE complex

  摘要：

  The synthesis of novel macrocyclic peptidomimetic inhibitors of the enzyme BACE1 is described. These macrocycles are derived from a hydroxypthylene core structure. Compound 7 was co-crystallized with BACE1 and the X-ray structure of the complex elucidated at 1.6 angstrom resolution. This molecule inhibits the production of the A beta peptide in HEK293 cells overexpressing APP751sw. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.003
• 作为产物：
  描述：

  (S)-2-[Allyl-((2S,3S)-2-tert-butoxycarbonylamino-3-methyl-pentanoyl)-amino]-propionic acid methyl ester 在 4-二甲氨基吡啶 Grubbs catalyst first generation 、 TEA 、 氢气 、 1-羟基苯并三唑 、 caesium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 生成 {(1S,2S)-2-Methyl-1-[(2S,5S)-2-methyl-5-((2S,4R)-4-methyl-5-oxo-tetrahydro-furan-2-yl)-3-oxo-[1,4]diazecane-1-carbonyl]-butyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Macrocyclic peptidomimetic inhibitors of β-secretase (BACE): First X-ray structure of a macrocyclic peptidomimetic-BACE complex

  摘要：

  The synthesis of novel macrocyclic peptidomimetic inhibitors of the enzyme BACE1 is described. These macrocycles are derived from a hydroxypthylene core structure. Compound 7 was co-crystallized with BACE1 and the X-ray structure of the complex elucidated at 1.6 angstrom resolution. This molecule inhibits the production of the A beta peptide in HEK293 cells overexpressing APP751sw. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.003