N-{4-[2-(3-hydroxy-prop-1-ynyl)-phenyl]-2-naphthalen-2-ylmethylene-but-3-ynyl}-4-methyl-benzenesulfonamide

Base Information

Chemical Name:N-{4-[2-(3-hydroxy-prop-1-ynyl)-phenyl]-2-naphthalen-2-ylmethylene-but-3-ynyl}-4-methyl-benzenesulfonamide
CAS No.:1421947-13-8
Molecular Formula:C₃₁H₂₅NO₃S
Molecular Weight:491.61
Hs Code.:

Synonyms:N-{4-[2-(3-hydroxy-prop-1-ynyl)-phenyl]-2-naphthalen-2-ylmethylene-but-3-ynyl}-4-methyl-benzenesulfonamide

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Chemical Property of N-{4-[2-(3-hydroxy-prop-1-ynyl)-phenyl]-2-naphthalen-2-ylmethylene-but-3-ynyl}-4-methyl-benzenesulfonamide

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Technology Process of N-{4-[2-(3-hydroxy-prop-1-ynyl)-phenyl]-2-naphthalen-2-ylmethylene-but-3-ynyl}-4-methyl-benzenesulfonamide

There total 8 articles about N-{4-[2-(3-hydroxy-prop-1-ynyl)-phenyl]-2-naphthalen-2-ylmethylene-but-3-ynyl}-4-methyl-benzenesulfonamide 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: 56.0%

: 1421947-12-7
C₃₆H₃₃NO₄S

: 1421947-13-8
N-{4-[2-(3-hydroxy-prop-1-ynyl)-phenyl]-2-naphthalen-2-ylmethylene-but-3-ynyl}-4-methyl-benzenesulfonamide

Guidance literature:: With pyridinium p-toluenesulfonate; In ethanol; at 20 ℃; for 6h; Inert atmosphere;
DOI:10.1016/j.tet.2012.12.064

Reference yield:

: 1421947-09-2
N-(2-iodo-3-naphthalen-2-yl-allyl)-4-methyl-benzenesulfonamide

: 1421947-13-8
N-{4-[2-(3-hydroxy-prop-1-ynyl)-phenyl]-2-naphthalen-2-ylmethylene-but-3-ynyl}-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / tetrahydrofuran / 20 °C / Inert atmosphere

2: pyridinium p-toluenesulfonate / ethanol / 6 h / 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; pyridinium p-toluenesulfonate; triethylamine; In tetrahydrofuran; ethanol; 1: |Sonogashira Cross-Coupling;
DOI:10.1016/j.tet.2012.12.064

Reference yield:

: 1421947-07-0
C₁₅H₁₃IO₂

: 1421947-13-8
N-{4-[2-(3-hydroxy-prop-1-ynyl)-phenyl]-2-naphthalen-2-ylmethylene-but-3-ynyl}-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 7 steps

1: diisobutylaluminium hydride / dichloromethane / -78 °C / Inert atmosphere

2: triethylamine / dichloromethane / 0 °C / Inert atmosphere

3: sodium azide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

4: triphenylphosphine; water / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

5: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

6: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / tetrahydrofuran / 20 °C / Inert atmosphere

7: pyridinium p-toluenesulfonate / ethanol / 6 h / 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; water; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 6: |Sonogashira Cross-Coupling;
DOI:10.1016/j.tet.2012.12.064