3-(3-氨基-4-羟基苯基)-丙酸 | 90717-66-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 中文名称: 3-(3-氨基-4-羟基苯基)-丙酸
• 英文名称: 3-(3-amino-4-hydroxyphenyl)propanoic acid
• 英文别名: 3-(3-amino-4-hydroxy-phenyl)-propionic acid；β-(3-Amino-4-oxy-phenyl)-propionic acid；3-(3-amino-4-hydroxylphenyl)propanoic acid；3-Amino-4-hydroxy-hydrozimtsaeure
• CAS: 90717-66-1
• 化学式: C₉H₁₁NO₃
• mdl: MFCD00115957
• 分子量: 181.191
• InChiKey: NAFCORCYCNQCQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  83.6
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2922509090

反应信息

• 作为反应物：
  描述：

  3-(3-氨基-4-羟基苯基)-丙酸 在 盐酸 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 sodium nitrite 作用下， 以 aq. phosphate buffer 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成
  参考文献：
  名称：

  Photoactivated Bioconjugation Between ortho-Azidophenols and Anilines: A Facile Approach to Biomolecular Photopatterning

  摘要：

  Methods for the surface patterning of small molecules and biomolecules can yield useful platforms for drug screening, synthetic biology applications, diagnostics, and the immobilization of live cells. However, new techniques are needed to achieve the ease, feature sizes, reliability, and patterning speed necessary for widespread adoption. Herein, we report an easily accessible and operationally simple photoinitiated reaction that can achieve patterned bioconjugation in a highly chemoselective manner. The reaction involves the photolysis of 2-azidophenols to generate iminoquinone intermediates that couple rapidly to aniline groups. We demonstrate the broad functional group compatibility of this reaction for the modification of proteins, polymers, oligonucleotides, peptides, and small molecules. As a specific application, the reaction was adapted for the photolithographic patterning of azidophenol DNA on aniline glass substrates. The presence of the DNA was confirmed by the ability of the surface to capture living cells bearing the sequence complement on their cell walls or cytoplasmic membranes. Compared to other light-based DNA patterning methods, this reaction offers higher speed and does not require the use of a photoresist or other blocking material.

  DOI：

  10.1021/ja503056x
• 作为产物：
  描述：

  对羟基苯丙酸 在 palladium on activated charcoal 氢气 、 硝酸 、 碳酸氢钠 作用下， 以 溶剂黄146 为溶剂， 生成 3-(3-氨基-4-羟基苯基)-丙酸
  参考文献：
  名称：

  Wright,J.B., Journal of Heterocyclic Chemistry, 1972, vol. 9, p. 681 - 682

  摘要：

  DOI：

文献信息

• Synthesis of Benzoxazoles Using Electrochemically Generated Hypervalent Iodine
  作者：Olesja Koleda、Timo Broese、Jan Noetzel、Michael Roemelt、Edgars Suna、Robert Francke

  DOI：10.1021/acs.joc.7b01686

  日期：2017.11.17

  The indirect (“ex-cell”) electrochemical synthesis of benzoxazoles from imines using a redox mediator based on the iodine(I)/iodine(III) redox couple is reported. Tethering the redox-active iodophenyl subunit to a tetra-alkylammonium moiety allowed for anodic oxidation to be performed without supporting electrolyte. The mediator salt can be easily recovered and reused. Our “ex-cell” approach toward

  据报道，使用基于碘（I）/碘（III）氧化还原对的氧化还原介体从亚胺间接（“细胞外”）电化学合成苯并恶唑。将氧化还原活性的碘代苯基亚基束缚到四烷基铵部分上，从而可以在不支持电解质的情况下进行阳极氧化。介体盐可以很容易地回收和再利用。我们对苯并恶唑进行电合成的“细胞外”方法与一系列对氧化还原敏感的官能团兼容。在控制实验和DFT计算的基础上，提出了前所未有的协同消除苯并恶唑形成的机理。
• PARA-QUINOL DERIVATIVES AND METHODS OF STEREO SELECTIVELY SYNTHESIZING AND USING SAME
  申请人：Plourde Guy L.

  公开号：US20090318548A1

  公开（公告）日：2009-12-24

  This application relates to para-quinol derivatives, such as analogues of manumycins, aranorosins and gymnastatins. This application also relates to methods of synthesizing and using the para-quinol derivatives. In one embodiment of the invention a compound having the chemical structure (I) is provided wherein X 1 and X 2 are carbon atoms either joined by double bond or joined by a single bond and comprising constituents of an epoxide ring or a hydroxyethylene moiety; X 3 and X 4 are carbon atoms either joined by double bond or joined by a single bond and comprising constituents of an epoxide ring; R 1 is selected from the group consisting of branched alkyl chains, unbranched alkyl chains, cycloalkyl groups, aromatic groups, alcohols, ethers, amines, and substituted or unsubstituted ureas, esters, aldehydes and carboxylic acids; and R 2 is selected from the group consisting of H, OH and NHR 3 wherein R 3 is a nitrogen protecting group. In a particular embodiment of the invention R 1 is a polyunsaturated carbon chain as found in biologically active manumycins. The applicant's synthetic method may involve diasteroselective formation of a spirolactone in an oxidative spiroannulation process using tyrosine or a tyrosine derivative having a chiral centre as a starting material.

  本申请涉及对位喹啉衍生物，例如曼纽霉素、阿拉诺罗辛和体操霉素的类似物。本申请还涉及合成和使用对位喹啉衍生物的方法。在发明的一个实施例中，提供了具有化学结构（I）的化合物，其中X1和X2是由双键连接或单键连接的碳原子，并包括环氧环或羟基乙烯基的组分；X3和X4是由双键连接或单键连接的碳原子，并包括环氧环的组分；R1选自支链烷基链，直链烷基链，环烷基团，芳香族团，醇，醚，胺和取代或未取代的脲、酯、醛和羧酸；R2选自H，OH和NHR3，其中R3是氮保护基。在发明的一个特定实施例中，R1是生物活性曼纽霉素中发现的多不饱和碳链。申请人的合成方法可能涉及使用酪氨酸或手性中心的酪氨酸衍生物作为起始材料，在氧化螺环化过程中二面体选择性地形成螺内酯。
• Process for preparing phenylalkanoic acids and derivatives of benzoxazole therefrom
  申请人：ELI LILLY AND COMPANY

  公开号：EP0062440A1

  公开（公告）日：1982-10-13

  Hydroxyphenylacetic acids are formed from the corresponding benzaldehydes or alkyl phenyl ketones by reductive amination, cyanation and hydrolysis without isolation or purification of intermediate products. These hydroxyphenylacetic acids are useful intermediates in the preparation of pharmacologically active derivatives.

  羟基苯乙酸是由相应的苯甲醛或烷基苯基酮通过还原胺化、氰化和水解作用生成的，中间产物无需分离或纯化。 这些羟基苯乙酸是制备具有药理活性的衍生物的有用中间体。
• Poly(amide-benzazoles)
  申请人：MINNESOTA MINING AND MANUFACTURING COMPANY

  公开号：EP0293091A1

  公开（公告）日：1988-11-30

  A class of polymers comprises one or more 2-amidomethylbenzazole units, contained within the main polymer backbone, wherein Ar is Ar¹ or Ar², wherein Ar¹ is a tetravalent aromatic nucleus having two pairs of valences, the members of each pair being situated on adjacent carbon atoms; Ar² is a trivalent aromatic nucleus in which at least two of the valences are situated on adjacent carbon atoms; and X is -NR⁴_, -O-, or -S-, where R⁴ is hydrogen or alkyl of 1 to 8 carbon atoms or an aryl group.

  一类聚合物由一个或多个 2-脒甲基苯并唑单元组成、 其中 Ar 是 Ar¹ 或 Ar²，其中 Ar¹ 是具有两对价位的四价芳香核，每对价位的成员位于相邻的碳原子上；Ar² 是三价芳香核，其中至少有两个价位位于相邻的碳原子上；X 是 -NR⁴_、-O- 或 -S-，其中 R⁴ 是氢或 1 至 8 个碳原子的烷基或芳基。
• Hydroxyphenyl naphthotriazoles as polymerizable blockers of high energy light
  申请人：Johnson & Johnson Vision Care, Inc.

  公开号：US10975040B2

  公开（公告）日：2021-04-13

  Described are high energy light blocking compounds and ophthalmic devices containing the compounds. In particular, described are hydroxyphenyl naphthotriazole structures with polymerizable functionality that block high energy light and are visibly transparent. The hydroxyphenyl naphthotriazole structures can be incorporated into ophthalmic devices, such as hydrogel contact lenses, to protect eyes from high energy light radiation.

  描述了高能量光阻断化合物和含有该化合物的眼科设备。特别要说明的是具有可聚合官能团的羟苯基萘并三唑结构，这种结构可阻挡高能量光并具有明显的透明性。羟苯基萘并三唑结构可用于眼科设备，如水凝胶隐形眼镜，以保护眼睛免受高能量光辐射的伤害。