Z-Ala-NHi-Bu

• 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: Z-Ala-NHi-Bu
• 英文别名: Benzyloxycarbonyl Alanine Isobutylamide；benzyl N-[(2S)-1-(2-methylpropylamino)-1-oxopropan-2-yl]carbamate
• 化学式: C₁₅H₂₂N₂O₃
• 分子量: 278.351
• InChiKey: YZTICMRDRIDQRY-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Z-Ala-NHi-Bu 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 18.0h， 生成 L-alanine isobutylamide
  参考文献：
  名称：

  Triazole-linked reduced amide isosteres: An approach for the fragment-based drug discovery of anti-Alzheimer’s BACE1 inhibitors

  摘要：

  In the course of a beta-site APP-cleaving enzyme 1 (BACE1) inhibitor discovery project an in situ synthesis/screening protocol was employed to prepare 120 triazole-linked reduced amide isostere inhibitors. Among these compounds, four showed modest (single digit micromolar) BACE1 inhibition. Our ligand design was based on a potent reduced amide isostere 1, wherein the P(2) amide moiety was replaced with an anti-1,2,3-triazole unit. Unfortunately, this replacement resulted in a 1000-fold decrease in potency. Docking studies of triazole-linked reduced amide isostere A3Z10 and potent oxadiazole-linked tertiary carbinamine 2a with BACE1 suggests that the docking poses of A3Z10 and 2a in the active sites are quite similar, with one exception. In the docked structures the placement of the protonated amine that engages D228 differs considerably between 2a and A3Z10. This difference could account for the lower BACE1 inhibition potency of A3Z10 and related compounds relative to 2a. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.007
• 作为产物：
  描述：

  苄氧羰基-L-丙氨酸 生成 Z-Ala-NHi-Bu
  参考文献：
  名称：

  摘要：

  DOI：

文献信息

• Alkylamides of carboxyalkanoyl peptides and method for preparation
  申请人：Spofa, Spojene podniky pro zdravotnickou vyrobu

  公开号：US04554100A1

  公开（公告）日：1985-11-19

  A method is described for the preparation of novel alkylamides of carboxyalkanoyl peptides of the formula ##STR1## wherein R is an aralky or an alkyl group of 1-5 carbon atoms, A is a residue of peptidically bound proline or alanine, B is a straight bond or a residue of peptidically bound proline or alanine and X is a CH.dbd.CH group or a methylene group of 1-3 carbon atoms. The described compounds are capable of inhibiting elastase.

  本文描述了一种制备新型卡羧基肽烷基酰胺的方法，其化学式为##STR1##其中，R为1-5个碳原子的芳基或烷基，A为肽键连接的脯氨酸或丙氨酸残基，B为直链键或肽键连接的脯氨酸或丙氨酸残基，X为CH.dbd.CH基团或1-3个碳原子的亚甲基基团。所述化合物能够抑制弹性蛋白酶。
• Synthesis of Polysubstituted Enamides by Hydrogen Atom Transfer Alkene Isomerization Using Dual Cobalt/Photoredox Catalysis
  作者：Yusuke Seino、Yuto Yamaguchi、Akihiko Suzuki、Masaaki Yamashita、Yuji Kamei、Futa Kamiyama、Tatsuhiko Yoshino、Masahiro Kojima、Shigeki Matsunaga

  DOI：10.1002/chem.202300804

  日期：2023.7.3

  Synthesis of polysubstituted enamides via metal-catalyzed hydrogen atom transfer by merger of cobalt/photoredox catalysis was achieved. The judicious choice of Co(3-tert-butyl-5-CF3-salophen) and Co(3,5-di-tert-butylsalophen) enabled access to polysubstituted enamides. The method tolerated haloarenes, heteroarenes, free hydroxy groups, non-protected indoles, and drug-like molecules. Furthermore, this

  通过钴/光氧化还原催化的合并，通过金属催化氢原子转移合成了多取代烯酰胺。Co(3-叔丁基-5-CF 3 -salophen)和Co(3,5-二叔丁基salophen)的明智选择使得能够获得多取代的烯酰胺。该方法可耐受卤代芳烃、杂芳烃、游离羟基、未受保护的吲哚和药物样分子。此外，该方法可以以良好的产率和E / Z选择性异构化苯乙烯衍生物。
• Aspartic protease inhibitors via C1-homologation of peptidic aldehydes and studies on reduced amide isosteres
  作者：Hannes A. Braun、Andrea Zall、Manfred Brockhaus、Marco Schütz、Reinhard Meusinger、Boris Schmidt

  DOI：10.1016/j.tetlet.2007.09.047

  日期：2007.11

  (R)-Configured isophthalic hydroxyethylamines play an important role in the inhibition of beta-secretase (BACE1). We present the synthesis of a number of (S)-configured hydroxyethylamine derivatives via 2-iodoethanol intermediates and the comparison with the (R)-analogues. An N-substituted indole was investigated as a substitute for the isophthalamide moiety. (c) 2007 Elsevier Ltd. All rights reserved.
• Synthesis, physical–chemical characterisation and biological evaluation of novel 2-amido-3-hydroxypyridin-4(1H)-ones: Iron chelators with the potential for treating Alzheimer’s disease
  作者：Alessandra Gaeta、Francisco Molina-Holgado、Xiao L. Kong、Sarah Salvage、Sarah Fakih、Paul T. Francis、Robert J. Williams、Robert C. Hider

  DOI：10.1016/j.bmc.2010.12.007

  日期：2011.2

  A novel class of 2-amido-3-hydroxypyridin-4-one iron chelators is described. These compounds have been designed to behave as suitable molecular probes which will improve our knowledge of the role of iron in neurodegenerative conditions. Neurodegenerative disorders, such as Alzheimer's disease (AD) and Parkinson disease (PD), can be considered as diverse pathological conditions sharing critical metabolic processes such as protein aggregation and oxidative stress. Interestingly, both these metabolic alterations seem to be associated with the involvement of metal ions, including iron. Iron chelation is therefore a potential therapeutic approach. The physico-chemical (pK(a) pFe(3+) and log P) and biological properties (inhibition of iron-containing enzymes) of these chelators have been investigated in order to obtain a suitable profile for the treatment of neurodegenerative conditions. Studies with neuronal cell cultures confirm that the new iron chelators are neuroprotective against beta-amyloid-induced toxicity. (C) 2010 Elsevier Ltd. All rights reserved.
• ——
  作者：KASAFIREK E.、 FRIC P.、 SLABY J.、 ROUBALOVA A.

  DOI：——

  日期：——