(R)-benzyl 2-(tert-butoxycarbonylamino)-4-morpholino-4-oxobutanoate | 1185984-33-1

• 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: (R)-benzyl 2-(tert-butoxycarbonylamino)-4-morpholino-4-oxobutanoate
• 英文别名: benzyl (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-morpholin-4-yl-4-oxobutanoate
• CAS: 1185984-33-1
• 化学式: C₂₀H₂₈N₂O₆
• 分子量: 392.452
• InChiKey: NPNIJZSQIKPUPD-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.87
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  94.17
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (R)-benzyl 2-(tert-butoxycarbonylamino)-4-morpholino-4-oxobutanoate 在 N-甲基吗啉 、 palladium 10% on activated carbon 、 氢气 、 氯甲酸异丁酯 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 tert-butyl ((S)-4-morpholino-1,4-dioxo-1-(((R)-4-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)amino)butan-2-yl)carbamate
  参考文献：
  名称：

  [EN] AMIDE-CONTAINING LONP1 INHIBITOR COMPOUNDS, USES AND METHODS
  [FR] COMPOSÉS INHIBITEURS DE LONP1 CONTENANT DES AMIDES, UTILISATIONS ET PROCÉDÉS

  摘要：

  Disclosed are compounds according to Formula (1) which inhibit LONP1, and pharmaceutical compositions comprising compounds of the disclosure. Compounds and pharmaceutical compositions of the disclosure may be useful for the treatment of diseases and disorders associated with LONP1, including oncologic diseases and disorders, such as cancer, and diseases and disorders related to mitochondrial dysfunction, such as neurodegenerative disorders, metabolic disorders, and diseases associated with the aging process. The disclosure also relates to methods of using such compounds and compositions for the treatment of such diseases and disorders.

  公开号：

  WO2023107481A1
• 作为产物：
  描述：

  吗啉 、 Boc-L-Asp(α-OBn)-γ-SH 在 异氰酸叔丁酯 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以81%的产率得到(R)-benzyl 2-(tert-butoxycarbonylamino)-4-morpholino-4-oxobutanoate
  参考文献：
  名称：

  Thio FCMA Intermediates as Strong Acyl Donors: A General Solution to the Formation of Complex Amide Bonds

  摘要：

  Novel methodology for the formation of amide bonds under neutral conditions is described. Evidence is presented that the active acyl donors are thio FCMA intermediates, generated from the reactions of thioacids with isonitriles.

  DOI：

  10.1021/ja906005j

文献信息

• Both Amide-Bearing α- and β-Amino Acids from Natural Aspartic Acid Are Efficient Organocatalysts for Enantioselective Aldol Reactions
  作者：Gen-Fa Wen、Rui Zhang、Chao-Shan Da、Chu-Yu Zhang

  DOI：10.1055/a-1953-1656

  日期：2023.2

  of structurally similar α- and β-amino acids in an asymmetric aldol transformation. Interestingly, aspartic acid is not only an α-amino acid, but also a β-amino acid. Thus, by modifying one of the two acidic groups of aspartic acid, two sets of α- and β-amino acids, 14 amino acids in total, were prepared and used as organocatalysts. The two types of amino acid, interestingly, achieved similar high catalytic

  这项工作旨在比较和探索结构相似的α-和β-氨基酸在不对称醛醇转化中的不同催化效率。有趣的是，天冬氨酸不仅是一种α-氨基酸，也是一种β-氨基酸。因此，通过修饰天冬氨酸的两个酸性基团之一，制备了两组α-和β-氨基酸，总共14个氨基酸，并用作有机催化剂。有趣的是，这两种氨基酸在不同的最佳条件下在不对称醛醇转化中实现了相似的高催化效率。在某些情况下，理想的 β-氨基酸甚至比理想的 α-氨基酸实现了显着更高的对映选择性，尽管 α-氨基酸在这种不对称转化中被广泛证明是高效的有机催化剂。