2,3,4,5-tetrakis(3,4-dihydroxyphenyl)thiophene

Base Information

• Chemical Name: 2,3,4,5-tetrakis(3,4-dihydroxyphenyl)thiophene
• CAS No.: 1388814-41-2
• Molecular Formula: C₂₈H₂₀O₈S
• Molecular Weight: 516.528

Synonyms:2,3,4,5-tetrakis(3,4-dihydroxyphenyl)thiophene

Chemical Property of 2,3,4,5-tetrakis(3,4-dihydroxyphenyl)thiophene

Chemical Property:

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Technology Process of 2,3,4,5-tetrakis(3,4-dihydroxyphenyl)thiophene

There total 2 articles about 2,3,4,5-tetrakis(3,4-dihydroxyphenyl)thiophene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

2,3,4,5-tetrakis(3,4-dimethoxyphenyl)thiophene (1388814-42-3) → 2,3,4,5-tetrakis(3,4-dihydroxyphenyl)thiophene (1388814-41-2)

Guidance literature:

2,3,4,5-tetrakis(3,4-dimethoxyphenyl)thiophene; With boron tribromide; In dichloromethane; at -78 - 0 ℃; for 4h; Inert atmosphere;

With water; at 70 ℃; for 2h;

DOI:10.1039/c9tc00448c

Reference yield:

3,4-Dimethoxyphenylboronic acid (122775-35-3) → 2,3,4,5-tetrakis(3,4-dihydroxyphenyl)thiophene (1388814-41-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 20 °C

1.2: 80 °C / Inert atmosphere

2.1: boron tribromide / dichloromethane / 4 h / -78 - 0 °C / Inert atmosphere

2.2: 2 h / 70 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron tribromide; In 1,4-dioxane; dichloromethane; 1.1: |Suzuki Coupling / 1.2: |Suzuki Coupling;

DOI:10.1039/c9tc00448c

Reference yield: 75.0%

di-tert-butyl dicarbonate (24424-99-5) + 2,3,4,5-tetrakis(3,4-dihydroxyphenyl)thiophene (1388814-41-2) → C68H84O24S

Guidance literature:

With dmap; In tetrahydrofuran; for 12h; Reagent/catalyst; Solvent;

upstream raw materials:

2,3,4,5-tetrakis(3,4-dimethoxyphenyl)thiophene

3,4-Dimethoxyphenylboronic acid

Refernces

2,3,4,5-Tetrakis(3′,4′-dihydroxylphenyl)thiophene: A new matrix for the selective analysis of low molecular weight amines and direct determination of creatinine in urine by MALDI-TOF MS

10.1021/ac3021278

The research focuses on the development and application of a new matrix, 2,3,4,5-tetrakis(3′,4′-dihydroxylphenyl)thiophene (DHPT), for the selective analysis of low molecular weight amines and the direct determination of creatinine in urine using MALDI-TOF MS. The study details the design, synthesis, and application of DHPT, which demonstrates good selectivity and a low limit-of-detection in positive ion mode. Experiments involved the analysis of various amines, including amino acids, peptides, vitamins B, β-agonists, and other compounds, using DHPT as the matrix. The research also includes the direct analysis of metabolites in human urine, with the identity of these metabolites confirmed by tandem mass spectrometry. Additionally, a quantitative determination of urine creatinine using an isotope-labeled internal standard was performed, showcasing the method's simplicity, rapidness, and high-throughput capabilities compared to other analytical methods. The reactants used in the synthesis of DHPT and in the preparation of matrix and sample solutions are detailed in the experimental section, along with the mass spectrometry analysis parameters and procedures.

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