2-(3-Methyl-butoxy)-5-nitro-benzoic acid | 883802-59-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3-Methyl-butoxy)-5-nitro-benzoic acid
• 英文别名: 2-(3-methylbutoxy)-5-nitrobenzoic acid
• CAS: 883802-59-3
• 化学式: C₁₂H₁₅NO₅
• mdl: MFCD02668649
• 分子量: 253.255
• InChiKey: MEZGEJVELIMPIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  92.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(3-Methyl-butoxy)-5-nitro-benzoic acid 在 草酰氯 、 12% Pd/C 、 氢气 、 sodium hydride 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 5-amino-2-(isopentyloxy)-N-(2-methoxybenzoyl)benzamide
  参考文献：
  名称：

  Self-Complementary Quadruply Hydrogen-Bonded Duplexes Based on Imide and Urea Units

  摘要：

  The quadruply hydrogen-bonded duplexes based on an imide-urea structure preorganized by three-center hydrogen bonds were found to associate via bifurcated hydrogen bonds. (1)H NMR dilution experiments revealed the high stability of the homodimer in apolar solvent (K(dim) > 10(5) M(-1) in CDCl(3)) and enhancement of association ability due to electron-withdrawing substituent effects. The ready synthetic availability and adjustable association affinity via electronic effects may render these association units potentially applicable in constructing supramolecular architectures.

  DOI：

  10.1021/ol2018455
• 作为产物：
  描述：

  5-硝基水杨酸 在 硫酸 、 potassium carbonate 、 sodium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-(3-Methyl-butoxy)-5-nitro-benzoic acid
  参考文献：
  名称：

  将杂合四肽可靠折叠成短β-发夹

  摘要：

  发现五个杂合四肽，每个由 α-氨基酸残基的中心二肽片段组成，两侧是两个芳香族γ-氨基酸残基，经 NMR、计算研究和 X 射线显示，它们折叠成明确定义的β-发夹构象结构。这个β-发夹基序的转环容纳不同的两个残基α-氨基酸序列，从高度灵活的 Gly-Gly 到更受限制的 D-Pro-Gly。α-氨基酸侧链的存在增强了β-发夹的稳定性，但导致不稳定的 D-Pro-Gly 除外。基于这个发夹/转角基序，α的各种不同的二肽序列β-转角中很少出现的-氨基酸可以被引入并呈现为两个残基环。

  DOI：

  10.1016/j.cclet.2021.06.019

文献信息

• Hydrogen-Bonded Duplexes with Lengthened Linkers
  作者：Yukun Zhang、Ruikai Cao、Jie Shen、Cadnel S. F. Detchou、Yulong Zhong、Heng Wang、Sheng Zou、Qingfei Huang、Chunxia Lian、Qiwei Wang、Jin Zhu、Bing Gong

  DOI：10.1021/acs.orglett.8b00283

  日期：2018.3.16

  hydrogen-bonding units with lengthened flexible or rigid linkers generates oligoamide strands that carry new H-bonding sequences and association specificity, leading to H-bonded homo- and heteroduplexes with association constants in the 104 M–1 range in chloroform. Computational and experimental studies indicate that in duplexes with rigid aromatic linkers the oligoamide strands adopt bent conformations

  将基本的氢键单元与加长的柔性或刚性接头连接在一起，可生成带有新的H键序列和缔合特异性的低聚酰胺链，从而在氯仿中产生缔合常数在10 4 M –1范围内的H键均双链和杂双链。计算和实验研究表明，在具有刚性芳族连接基团的双链体中，低聚酰胺链采用弯曲构象，从而允许形成链间H键并容纳引入的芳族内衬，从而提供了一系列新的缔合单元。
• Convergent heteroditopic cyclo[6]aramides as macrocyclic ion-pair receptors for constructing [2]pseudorotaxanes
  作者：Jinchuan Hu、Long Chen、Jie Shen、Jian Luo、Pengchi Deng、Yi Ren、Huaqiang Zeng、Wen Feng、Lihua Yuan

  DOI：10.1039/c4cc02557a

  日期：——

  A strategy of using amide groups as the only functionality was developed to construct convergent heteroditopic cyclo[6]aramides that are able to strongly bind dibutylammonium chloride in chloroform (>105 M−1), leading to the formation of [2]pseudorotaxanes.

  开发了一种使用酰胺基团作为唯一功能的策略来构建会聚异二位环[6]芳酰胺，该聚酰胺能够在氯仿中与二丁基氯化铵（> 105 M−1）牢固结合，从而形成[2]假轮烷。
• Reverse Turn Foldamers: An Expanded β-Turn Motif Reinforced by Double Hydrogen Bonds
  作者：Quan Tang、Yulong Zhong、Daniel P. Miller、Rui Liu、Eva Zurek、Zhong-Lin Lu、Bing Gong

  DOI：10.1021/acs.orglett.9b04547

  日期：2020.2.7

  Hybrid tetrapeptides sharing a backbone with a central alpha/beta-dipeptide segment flanked by aromatic gamma-amino acid residues fold into the same hairpin conformation with an expanded beta-turn. This hairpin/beta-turn motif is general for accommodating different alpha- and beta-amino acid residues. Replacing glycine with other alpha-amino acid residues has an insignificant influence on or slightly decreases the stabilities of the folded conformations; substituting beta-alanine with other beta-amino acid residues enhances the stabilities of the folded structures.
• Functionalized Analogues of an Unnatural Amino Acid that Mimics a Tripeptide β-Strand
  作者：Tatyana V. Khasanova、Omid Khakshoor、James S. Nowick

  DOI：10.1021/ol8021897

  日期：2008.11.20

  This paper introduces polar and hydrophobic variants of the unnatural amino acid Hao, which mimics the hydrogen-bonding functionality of one edge of a beta-strand. In these variants, the methyl side chain of Hao is replaced with acidic, basic, and hydrophobic groups. These modifications can impart improved solubility and additional side-chain interactions to peptides containing Hao.
• Reliable folding of hybrid tetrapeptides into short β-hairpins
  作者：Xue-Yi Sun、Yulong Zhong、Yao-Hua Li、Daniel P. Miller、Sagar Buttan、Xiang-Xiang Wu、Yukun Zhang、Quan Tang、Hong-Wei Tan、Jin Zhu、Rui Liu、Eva Zurek、Zhong-Lin Lu、Bing Gong

  DOI：10.1016/j.cclet.2021.06.019

  日期：2022.1

  tetrapeptides, each consisting a central dipeptide segment of α-amino acid residues flanked by two aromatic γ-amino acid residues, are found to fold into well-defined β-hairpin conformations as shown by NMR, computational study, and X-ray structures. The turn loop of this β-hairpin motif accommodates different two-residue α-amino acid sequences from the highly flexible Gly-Gly, to the more restricted D-Pro-Gly

  发现五个杂合四肽，每个由 α-氨基酸残基的中心二肽片段组成，两侧是两个芳香族γ-氨基酸残基，经 NMR、计算研究和 X 射线显示，它们折叠成明确定义的β-发夹构象结构。这个β-发夹基序的转环容纳不同的两个残基α-氨基酸序列，从高度灵活的 Gly-Gly 到更受限制的 D-Pro-Gly。α-氨基酸侧链的存在增强了β-发夹的稳定性，但导致不稳定的 D-Pro-Gly 除外。基于这个发夹/转角基序，α的各种不同的二肽序列β-转角中很少出现的-氨基酸可以被引入并呈现为两个残基环。