methyl (3S)-4-azido-3-[(tert-butoxycarbonyl)amino]butanoate | 330680-82-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl (3S)-4-azido-3-[(tert-butoxycarbonyl)amino]butanoate
• 英文别名: (3S)-methyl 4-azido-3-tert-butoxycarbonylaminobutanoate；methyl (3S)-3-(N-BOC-amino)-4-azidobutanoate；methyl (3S)-4-azido-3-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate
• CAS: 330680-82-5
• 化学式: C₁₀H₁₈N₄O₄
• 分子量: 258.277
• InChiKey: ZOLUQSYOHPFOAI-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  79
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl (3S)-4-azido-3-[(tert-butoxycarbonyl)amino]butanoate 在 4-二甲氨基吡啶 、 二异丁基氢化铝 作用下， 以 乙醚 、 乙腈 为溶剂， 反应 0.08h， 生成 (2S)-1-azido-2-[bis(tert-butoxycarbonyl)amino]-4-oxobutane
  参考文献：
  名称：

  A Novel Approach To the Synthesis of Chiral Terminal 1,2-Diamines

  摘要：

  DOI：

  10.1021/jo005677j
• 作为产物：
  描述：

  benzyl (3S)-3-[(tert-butoxycarbonyl)amino]-4-hydroxybutanoate 在 sodium azide 、 palladium 10% on activated carbon 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 methyl (3S)-4-azido-3-[(tert-butoxycarbonyl)amino]butanoate
  参考文献：
  名称：

  Design, synthesis and SAR of novel ethylenediamine and phenylenediamine derivatives as factor Xa inhibitors

  摘要：

  We previously reported on a series of cyclohexanediamine derivatives as highly potent factor Xa inhibitors. Herein, we describe the modification of the spacer moiety to discover an alternative scaffold. Ethylenediamine derivatives possessing a substituent at the C1 position in S configuration and phenylenediamine derivatives possessing a substituent at the C5 position demonstrated moderate to strong anti-fXa activity. Further SAR studies led to the identification of compound 30h which showed both good in vitro activity (fXa IC50 = 2.2 nM, PTCT2 = 3.9 mu M) and in vivo antithrombotic efficacy. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.132

文献信息

• Function-Oriented Synthesis of Liponucleoside Antibiotics
  作者：Tetsuya Tanino、Mayumi Yamaguchi、Akira Matsuda、Satoshi Ichikawa

  DOI：10.1002/ejoc.201400140

  日期：2014.3

  Function-oriented synthesis of a class of liponucleoside antibiotics was investigated through rational simplification guided by previous structure–activity relationship studies of caprazamycins and muraymycins to address the issue associated with their molecular complexity. A lactam-fused isoxazolidine scaffold was designed, and a diverse set of lactam-fused isoxazolidines derivatives were constructed

  以功能为导向的一类脂核苷类抗生素的合成是通过合理简化的方法进行研究的，该研究以先前对卡普拉霉素和壁霉素的构效关系研究为指导，以解决与其分子复杂性相关的问题。设计了内酰胺稠合异恶唑烷支架，并通过烯基硝酮的分子内 1,3-偶极环加成构建了一组多样化的内酰胺稠合异恶唑烷衍生物。几种类似物对一系列革兰氏阳性耐药细菌病原体表现出中等活性。
• [EN] NEW HETEROCYCLIC AMIDE COMPOUNDS USEFUL FOR THE TREATMENT OF INFLAMMATORY AND ALLERGIC DISORDERS: PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM<br/>[FR] NOUVEAUX COMPOSES AMIDES HETEROCYCLIQUES UTILISES POUR LE TRAITEMENT D'AFFECTIONS INFLAMMATOIRES ET ALLERGIQUES; PROCEDE PERMETTANT DE LES FABRIQUER ET COMPOSITIONS PHARMACEUTIQUES LES CONTENANT
  申请人：GLENMARK PHARMACEUTICALS LTD

  公开号：WO2004022536A1

  公开（公告）日：2004-03-18

  The present invention relates to novel heterocyclic compounds that inhibit phosphodiesterase type 4 (PDE 4). The compounds are useful for treating inflammatory conditions, diseases of the central nervous systems and insulin resistant diabetes.

  本发明涉及一种新型杂环化合物，可抑制磷酸二酯酶4型（PDE 4）。这些化合物可用于治疗炎症性疾病、中枢神经系统疾病和胰岛素抵抗性糖尿病。
• Click glycoconjugation of per-azido- and alkynyl-functionalized β-peptides built from aspartic acid
  作者：Marielle Barra、Olivier Roy、Mounir Traïkia、Claude Taillefumier

  DOI：10.1039/b923275c

  日期：——

  Azide- and alkynyl-containing homo-β3-peptides, of up to six residues in length, were synthesised in solution from aspartic acid. Their subsequent conjugation with monosaccharides bearing an azide or a terminal alkyne function was efficiently achieved by copper-mediated cycloadditions leading to two novel families of small glycoclusters. These compounds represent ideal tools to explore carbohydrate-mediated multivalent interactions.

  以天冬氨酸为原料，在溶液中合成了长度达六个残基的含叠氮和炔基的同δ3-肽。随后，通过铜介导的环化反应，这些肽与带有叠氮或末端炔功能的单糖有效地结合在一起，形成了两个新型的小型糖簇家族。这些化合物是探索碳水化合物介导的多价相互作用的理想工具。
• Synthesis and Evaluation of Boronated Lysine and Bis(carboranylated)γ-Amino Acids as Monomers for Peptide Assembly
  作者：Christophe Morin、Christian Thimon

  DOI：10.1002/ejoc.200400342

  日期：2004.9

  synthesized N-Fmoc amino acid derivatives bearing boronated and carboranylated substituents. Thus, a 1,3,2-dioxaborolane subunit has been introduced on the side chain of Nα-Fmoc-L-lysine, and a bis(carboranylated) γ-amino acid building block has been prepared. As shown by the preparation of a model tetrapeptide, only the latter monomer can be successfully used in peptide synthesis. (© Wiley-VCH Verlag

  我们已经合成了带有硼化和碳化取代基的 N-Fmoc 氨基酸衍生物。因此，在 Nα-Fmoc-L-赖氨酸的侧链上引入了 1,3,2-二氧硼烷亚基，并制备了双（碳酰化）γ-氨基酸结构单元。如模型四肽的制备所示，只有后一种单体才能成功用于肽合成。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
• [EN] FUSED QUADRACYCLIC COMPOUNDS, COMPOSITIONS AND USES THEREOF<br/>[FR] COMPOSÉS QUADRACYCLIQUES FUSIONNÉS, COMPOSITIONS ET LEURS UTILISATIONS
  申请人：TABOMEDEX BIOSCIENCES INC

  公开号：WO2022150707A1

  公开（公告）日：2022-07-14

  Provided herein are substituted fused quadracyclic compounds useful as inhibitors of MK2. The invention further provides pharmaceutical compositions of the compounds of the invention. The invention also provides medical uses of substituted fused quadracyclic compounds.

  本发明提供了用作MK2抑制剂的取代融合四环化合物。该发明还提供了该化合物的制药组合物。该发明还提供了取代融合四环化合物的医药用途。