4-<(R,S)-1-Amino-(2',4'-dimethoxybenzyl)>phenoxyacetic acid | 142115-01-3

• 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: 4-<(R,S)-1-Amino-(2',4'-dimethoxybenzyl)>phenoxyacetic acid
• 英文别名: {4-[amino(2,4-dimethoxyphenyl)methyl]phenoxy}acetic acid；Acetic acid, [4-[amino(2,4-dimethoxyphenyl)methyl]phenoxy]-；2-[4-[amino-(2,4-dimethoxyphenyl)methyl]phenoxy]acetic acid
• CAS: 142115-01-3
• 化学式: C₁₇H₁₉NO₅
• 分子量: 317.342
• InChiKey: YMSZFQVDZUKSFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  91
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  9-芴甲基-N-琥珀酰亚胺基碳酸酯 、 4-<(R,S)-1-Amino-(2',4'-dimethoxybenzyl)>phenoxyacetic acid 在 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以85 %的产率得到4-[(2,4-甲氧基苯基)(Fmoc-氨基)甲基]苯氧基乙酸
  参考文献：
  名称：

  An improved and practical synthesis of Fmoc Rink linker

  摘要：

  Fmoc Rink linker is a widely used peptide-resin linker in the solid-phase synthesis of peptide-amides. This paper describes an improved and practical eight-step synthetic approach for this compound in a 50% overall yield, using p-hydroxybenzaldehyde as the starting material. The procedure is operationally simple and amenable to scale-up synthesis.

  DOI：

  10.1177/1747519819836490
• 作为产物：
  描述：

  2,4-二甲氧基-4-羟基二苯甲酮 在 platinum(IV) oxide sodium hydroxide 、 盐酸羟胺 、 氢气 、 potassium carbonate 、 三乙胺 、 potassium iodide 作用下， 以 甲醇 、 乙醇 、 水 、 溶剂黄146 为溶剂， 反应 496.0h， 生成 4-<(R,S)-1-Amino-(2',4'-dimethoxybenzyl)>phenoxyacetic acid
  参考文献：
  名称：

  Sawada, Seiji; Yasui, Kumiko; Takahashi, Sho, Bioscience, Biotechnology and Biochemistry, 1992, vol. 56, # 9, p. 1506 - 1507

  摘要：

  DOI：

文献信息

• [EN] A PHOTOLABILE LINKER FOR THE SOLID-PHASE SYNTHESIS OF HYDRAZIDES AND PYRANOPYRAZOLES<br/>[FR] LIEUR PHOTOLABILE POUR LA SYNTHÈSE EN PHASE SOLIDE D'HYDRAZIDES ET DE PYRANOPYRAZOLES
  申请人：UNIV DANMARKS TEKNISKE

  公开号：WO2015036481A1

  公开（公告）日：2015-03-19

  The photolabile hydrazine linker of the present invention is based on the o-nitro-veratryl group, which is capable of releasing hydrazide derivatives upon UV irradiation. The linker allows for a new solid-phase peptide synthesis (SPPS) strategy which is fully orthogonal to the most commonly used protecting groups and chemical methods in SPPS and shows excellent compatibility with peptide composition, notably the 20 naturally occurring α-amino acid residues (even in their side-chain protected form) are accepted in the C-terminal of the peptide hydrazides. Furthermore, the linker unit can be applied to synthesize combinatorial libraries of biological interesting heterocyclic compounds, such as pyranopyrazoles.

  本发明的光敏式肼连接剂基于邻硝基维拉特基团，能够在紫外辐射下释放肼衍生物。该连接剂允许一种全新的固相肽合成（SPPS）策略，与SPPS中最常用的保护基和化学方法完全正交，并且与肽组成非常兼容，特别是在肽肼酰的C末端接受20种天然存在的α-氨基酸残基（即使是它们的侧链保护形式）。此外，该连接单元可用于合成生物感兴趣的杂环化合物的组合式库，如吡喃吡唑。
• [EN] BENZIMIDAZOLE DERIVATIVES AND USE THEREOF AS PEPTIDE DEFORMYLASE INHIBITORS<br/>[FR] DERIVES DE BENZIMIDAZOLE ET LEUR APPLICATION COMME INHIBITEURS DE LA PEPTIDE-DEFORMYLASE
  申请人：ARPIDA AS

  公开号：WO2005037272A1

  公开（公告）日：2005-04-28

  Benzimidazole compounds of the general formula (I) and pharmaceutically acceptable salts or esters thereof are peptide deformylase inhibitors useful in the treatment or prevention of infections and other diseases in which peptide deformylases are involved, especially in the treatment of bacterial and parasitic infections, for example infections fully or partly caused by microorganisms belonging to Staphylococcus, Enterococcus, Streptococcus, Haemophilus, Moraxella, Escherichia, Mycobacterium, Mycoplasma, Pseudomonas, Chlamydia, Rickettsia, Klebsiella, Shigella, Salmonella, Bordetella, Clostridium, helicobacter, Campylobacter, Legionella, or Neisseria.

  通用公式（I）的苯并咪唑化合物及其药用可接受的盐或酯是肽变形酶抑制剂，在治疗或预防涉及肽变形酶的感染和其他疾病方面具有用处，特别是在治疗细菌和寄生虫感染方面，例如完全或部分由属于葡萄球菌、肠球菌、链球菌、流感嗜血杆菌、嗜莫克菌、大肠杆菌、支原体、支原体、假单胞菌、沙眼衣原体、立克次体、克雷伯菌、志贺菌、沙门氏菌、百白破杆菌、梭菌、幽门螺杆菌、空肠弯曲菌、军团菌或莫拉克细菌引起的感染。
• Methods and compositions for determining the sequence of nucleic acid molecules
  申请人：QIAGEN Genomics, Inc.

  公开号：US20040115694A1

  公开（公告）日：2004-06-17

  Methods and compounds, including compositions therefrom, are provided for determining the sequence of nucleic acid molecules. The methods permit the determination of multiple nucleic acid sequences simultaneously. The compounds are used as tags to generate tagged nucleic acid fragments which are complementary to a selected target nucleic acid molecule. Each tag is correlative with a particular nucleotide and, in a preferred embodiment, is detectable by mass spectrometry. Following separation of the tagged fragments by sequential length, the tags are cleaved from the tagged fragments. In a preferred embodiment, the tags are detected by mass spectrometry and the sequence of the nucleic acid molecule is determined therefrom. The individual steps of the methods can be used in automated format, e.g., by the incorporation into systems.

  提供了用于确定核酸分子序列的方法和化合物，包括从中制备的组合物。该方法允许同时确定多个核酸序列。这些化合物被用作标记，以生成与所选目标核酸分子互补的带标记的核酸片段。每个标记与特定的核苷酸相关，在优选实施例中，可以通过质谱法检测到。在通过顺序长度分离带标记的片段后，将从带标记的片段中切除标记。在优选实施例中，通过质谱法检测标记，并从中确定核酸分子的序列。该方法的各个步骤可以以自动化格式使用，例如通过纳入系统中。
• METHODS AND COMPOSITIONS FOR ANALYZING NUCLEIC ACID MOLECULES UTILIZING SIZING TECHNIQUES
  申请人：Van Ness Jeffrey

  公开号：US20060057566A1

  公开（公告）日：2006-03-16

  Tags and linkers specifically designed for a wide variety of nucleic acid reactions are disclosed, which are suitable for a wide variety of nucleic acid reactions wherein separation of nucleic acid molecules based upon size is required.

  本发明揭示了专门设计用于各种核酸反应的标签和连接剂，适用于需要基于大小分离核酸分子的各种核酸反应。
• PHOTOLABILE LINKER FOR THE SOLID-PHASE SYNTHESIS OF HYDRAZIDES AND PYRANOPYRAZOLES
  申请人：DANMARKS TEKNISKE UNIVERSITET

  公开号：US20160272672A1

  公开（公告）日：2016-09-22

  The photolabile hydrazine linker of the present invention is based on the o-nitro-veratryl group, which is capable of releasing hydrazide derivatives upon UV irradiation. The linker allows for a new solid-phase peptide synthesis (SPPS) strategy which is fully orthogonal to the most commonly used protecting groups and chemical methods in SPPS and shows excellent compatibility with peptide composition, notably the 20 naturally occurring a-amino acid residues (even in their side-chain protected form) are accepted in the C-terminal of the peptide hydrazides. Furthermore, the linker unit can be applied to synthesize combinatorial libraries of biological interesting heterocyclic compounds, such as pyranopyrazoles.

  本发明的光敏水合肼连接单元基于o-硝基-维拉特基团，能够在紫外辐射下释放水合肼衍生物。该连接单元允许一种全新的固相肽合成（SPPS）策略，完全正交于SPPS中最常用的保护基和化学方法，并且与肽组成具有极好的兼容性，特别是20种天然存在的α-氨基酸残基（即使在它们的侧链保护形式下）也可以被接受到肽水合肼的C-末端。此外，连接单元可以用于合成生物有趣的杂环化合物的组合式库，例如吡喃吡唑。