N-(tert-butoxycarbonyl)-(L)-alanine isobutylamide | 557788-09-7

• 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: N-(tert-butoxycarbonyl)-(L)-alanine isobutylamide
• 英文别名: Boc-L-Ala-NHiBu；N2-(tert-butoxycarbonyl)-N1-isobutyl-L-alaninamide；tert-butyl N-[(2S)-1-(2-methylpropylamino)-1-oxopropan-2-yl]carbamate
• CAS: 557788-09-7
• 化学式: C₁₂H₂₄N₂O₃
• 分子量: 244.334
• InChiKey: ONQJHUCDXNYDFO-VIFPVBQESA-N

物化性质

• 沸点：
  394.2±25.0 °C(Predicted)
• 密度：
  0.994±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  N-(tert-butoxycarbonyl)-(L)-alanine isobutylamide 在 盐酸 、 palladium 10% on activated carbon 、 氢气 、 4-(4,6-二甲氧基三嗪-2-基)-4-甲基吗啉盐酸盐 作用下， 以 甲醇 、 水 、 乙酸乙酯 为溶剂， 反应 74.0h， 生成
  参考文献：
  名称：

  Methyl to trifluoromethyl substitution as a strategy to increase the membrane permeability of short peptides

  摘要：

  CH₃到CF₃的取代会增加蛋白质氨基酸侧链的膜通透性。

  DOI：

  10.1039/d1ob01565f
• 作为产物：
  描述：

  N-叔丁氧羰基-L-丙氨酸 、 异丁胺 在 4-(4,6-二甲氧基三嗪-2-基)-4-甲基吗啉盐酸盐 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以90%的产率得到N-(tert-butoxycarbonyl)-(L)-alanine isobutylamide
  参考文献：
  名称：

  Methyl to trifluoromethyl substitution as a strategy to increase the membrane permeability of short peptides

  摘要：

  CH₃到CF₃的取代会增加蛋白质氨基酸侧链的膜通透性。

  DOI：

  10.1039/d1ob01565f

文献信息

• Substituted amino carboxamides for the treatment of alzheimer's disease
  申请人：——

  公开号：US20030166580A1

  公开（公告）日：2003-09-04

  The present invention relates to compounds of formula (I): 1 useful in treating Alzheimer's disease and other similar diseases. These compounds include inhibitors of the beta-secretase enzyme that are useful in the treatment of Alzheimer's disease and other diseases characterized by deposition of A beta peptide in a mammal. The compounds of the invention are useful in pharmaceutical compositions and methods of treatment to reduce A beta peptide formation.

  本发明涉及式(I)的化合物，其在治疗阿尔茨海默病和其他类似疾病方面有用。这些化合物包括β-分泌酶酶抑制剂，对于治疗阿尔茨海默病和其他以哺乳动物中A beta肽沉积为特征的疾病有用。本发明的化合物在制药组合物和治疗方法中有用，以减少A beta肽的形成。
• Substituted amino carboxamides for the treatment of Alzheimer's disease
  申请人：Warpehoski Martha A.

  公开号：US06962934B2

  公开（公告）日：2005-11-08

  The present invention relates to compounds of formula (I): useful in treating Alzheimer's disease and other similar diseases. These compounds include inhibitors of the beta-secretase enzyme that are useful in the treatment of Alzheimer's disease and other diseases characterized by deposition of A beta peptide in a mammal. The compounds of the invention are useful in pharmaceutical compositions and methods of treatment to reduce A beta peptide formation.

  本发明涉及式(I)的化合物：用于治疗阿尔茨海默病和其他类似疾病。这些化合物包括β-分泌酶酶抑制剂，对于治疗阿尔茨海默病和其他以哺乳动物体内沉积A beta肽为特征的疾病有用。本发明的化合物用于制备药物组合物和治疗方法，以减少A beta肽的形成。
• Synthesis and SAR studies on azetidine-containing dipeptides as HCMV inhibitors
  作者：Paula Pérez-Faginas、M. Teresa Aranda、M. Teresa García-López、Robert Snoeck、Graciela Andrei、Jan Balzarini、Rosario González-Muñiz

  DOI：10.1016/j.bmc.2010.12.052

  日期：2011.2

  SAR studies on an azetidine-containing dipeptide prototype inhibitor of HCMV are described. Three series of structurally modified analogues, involving substitutions at the N- and C-terminus, and at the C-terminal side-chain were synthesized and evaluated for antiviral activity. Aliphatic or no substituents at the C-carboxamide group, an aliphatic C-terminal side-chain, as well as a benzyloxycarbonyl moiety at the N-terminus were absolute requirements for anti-HCMV activity. The conformational restriction induced by the 2-azetidine residue into the dipeptide derivatives, identified by H-1 NMR as a gamma-type reverse turn, seems to have influence on the activity of these molecules. (C) 2010 Elsevier Ltd. All rights reserved.
• BACE-1 inhibition by a series of ψ[CH2NH] reduced amide isosteres
  作者：Craig A. Coburn、Shawn J. Stachel、Kristen G. Jones、Thomas G. Steele、Diane M. Rush、Jillian DiMuzio、Beth L. Pietrak、Ming-Tain Lai、Qian Huang、Janet Lineberger、Lixia Jin、Sanjeev Munshi、M. Katharine Holloway、Amy Espeseth、Adam Simon、Daria Hazuda、Samuel L. Graham、Joseph P. Vacca

  DOI：10.1016/j.bmcl.2006.04.076

  日期：2006.7

  A series of beta-site amyloid precursor protein cleaving enzyme (BACE-1) inhibitors containing a psi(CH2NH) reduced amide bond were synthesized. Incorporation of this reduced amide isostere as a non-cleavable peptide surrogate afforded inhibitors possessing low nanomolar potencies in both an enzymatic and cell-based assay.
• US6962934B2
  申请人：——

  公开号：US6962934B2

  公开（公告）日：2005-11-08