quorum sensing modulator (qsm)

Base Information

• Chemical Name: quorum sensing modulator (qsm)
• CAS No.: 1421345-24-5
• Molecular Formula: C₂₀H₁₈N₄O₃S
• Molecular Weight: 394.454
• Mol file: 1421345-24-5.mol

Synonyms:quorum sensing modulator (qsm)

Chemical Property of quorum sensing modulator (qsm)

Chemical Property:

Purity/Quality:

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Technology Process of quorum sensing modulator (qsm)

There total 5 articles about quorum sensing modulator (qsm) 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: 84.0%

(S)-4-ethynyl-N-(2-oxotetrahydrofuran-3-yl)benzamide (1421344-99-1) + azidomethyl phenyl sulphide (77422-70-9) → quorum sensing modulator (qsm) (1421345-24-5)

Guidance literature:

With copper(l) iodide; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2017.08.065

Reference yield:

N-(4-iodobenzoyl)-L-homoserine lactone (1061590-97-3) → quorum sensing modulator (qsm) (1421345-24-5)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / N,N-dimethyl-formamide / 16 h / 20 °C / Schlenk technique; Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

3: copper(l) iodide; N-ethyl-N,N-diisopropylamine / acetonitrile / 16 h / 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 1: |Sonogashira Cross-Coupling;

DOI:10.1039/c2ob27155a

Reference yield:

4-iodobenzoic acid chloride (1711-02-0) → quorum sensing modulator (qsm) (1421345-24-5)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / N,N-dimethyl-formamide / 16 h / 20 °C / Schlenk technique; Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

4: copper(l) iodide; N-ethyl-N,N-diisopropylamine / acetonitrile / 16 h / 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 2: |Sonogashira Cross-Coupling;

DOI:10.1039/c2ob27155a

upstream raw materials:

N-(4-iodobenzoyl)-L-homoserine lactone

(S)-4-ethynyl-N-(2-oxotetrahydrofuran-3-yl)benzamide

azidomethyl phenyl sulphide

4-iodobenzoic acid chloride