[(3S,6S,13S)-3-Methyl-2,5-dioxo-13-((S)-5-oxo-tetrahydro-furan-2-yl)-1,4-diaza-cyclotridec-6-yl]-carbamic acid tert-butyl ester | 873017-44-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: [(3S,6S,13S)-3-Methyl-2,5-dioxo-13-((S)-5-oxo-tetrahydro-furan-2-yl)-1,4-diaza-cyclotridec-6-yl]-carbamic acid tert-butyl ester
• CAS: 873017-44-8
• 化学式: C₂₁H₃₅N₃O₆
• 分子量: 425.525
• InChiKey: SGXUADJVMHTJLJ-VGWMRTNUSA-N

物化性质

• 沸点：
  715.2±60.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.93
• 重原子数：
  30.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  122.83
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  [(3S,6S,13S)-3-Methyl-2,5-dioxo-13-((S)-5-oxo-tetrahydro-furan-2-yl)-1,4-diaza-cyclotridec-6-yl]-carbamic acid tert-butyl ester 、 L-valine benzylamide 在 2-羟基吡啶 作用下， 生成 tert-butyl N-[(3S,6S,13S)-13-[(1S)-3-{[(1S)-1-(benzylcarbamoyl)-2-methylpropyl]carbamoyl}-1-hydroxypropyl]-3-methyl-2,5-dioxo-1,4-diazacyclotridecan-6-yl]carbamate
  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：

  (R)-N-叔丁氧羰基-3-碘代丙氨酸甲酯 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 、 lithium chloride 、 锌 作用下， 生成 [(3S,6S,13S)-3-Methyl-2,5-dioxo-13-((S)-5-oxo-tetrahydro-furan-2-yl)-1,4-diaza-cyclotridec-6-yl]-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