N-[5-(4-methoxyphenyl)-3,4-dihydro-2H-pyran-6-yl]-N-methyl-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-[5-(4-methoxyphenyl)-3,4-dihydro-2H-pyran-6-yl]-N-methyl-4-methylbenzenesulfonamide
CAS No.:1599472-86-2
Molecular Formula:C₂₀H₂₃NO₄S
Molecular Weight:373.473
Hs Code.:

Synonyms:N-[5-(4-methoxyphenyl)-3,4-dihydro-2H-pyran-6-yl]-N-methyl-4-methylbenzenesulfonamide

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Chemical Property of N-[5-(4-methoxyphenyl)-3,4-dihydro-2H-pyran-6-yl]-N-methyl-4-methylbenzenesulfonamide

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Technology Process of N-[5-(4-methoxyphenyl)-3,4-dihydro-2H-pyran-6-yl]-N-methyl-4-methylbenzenesulfonamide

There total 4 articles about N-[5-(4-methoxyphenyl)-3,4-dihydro-2H-pyran-6-yl]-N-methyl-4-methylbenzenesulfonamide 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: 75.0%

: 66107-29-7
4-methoxyphenyl triflate

: 1599473-39-8
N-(5-hydroxy-1-pentyn-1-yl)-N-methyl-4-methylbenzenesulfonamide

: 1599472-86-2
N-[5-(4-methoxyphenyl)-3,4-dihydro-2H-pyran-6-yl]-N-methyl-4-methylbenzenesulfonamide

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In N,N-dimethyl acetamide; at 20 - 80 ℃; for 12h; Inert atmosphere; Schlenk technique;
DOI:10.1021/ja5029028

Reference yield:

: 61362-77-4
5-[tert-butyldimethylsilyloxy]pent-1-yne

: 1599472-86-2
N-[5-(4-methoxyphenyl)-3,4-dihydro-2H-pyran-6-yl]-N-methyl-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: silver nitrate; N-Bromosuccinimide / acetone / 2 h / 20 °C / Inert atmosphere

2: potassium carbonate; copper(ll) sulfate pentahydrate; 1,10-Phenanthroline / toluene / 12 h / 70 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

4: potassium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / N,N-dimethyl acetamide / 12 h / 20 - 80 °C / Inert atmosphere; Schlenk technique

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-Bromosuccinimide; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; tetrabutyl ammonium fluoride; potassium carbonate; silver nitrate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; N,N-dimethyl acetamide; acetone; toluene;
DOI:10.1021/ja5029028

Reference yield:

: 474022-55-4
[(5-bromo-4-pentyn-1-yl)oxy](tert-butyl)dimethyl-silane

: 1599472-86-2
N-[5-(4-methoxyphenyl)-3,4-dihydro-2H-pyran-6-yl]-N-methyl-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate; copper(ll) sulfate pentahydrate; 1,10-Phenanthroline / toluene / 12 h / 70 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

3: potassium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / N,N-dimethyl acetamide / 12 h / 20 - 80 °C / Inert atmosphere; Schlenk technique

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; tetrabutyl ammonium fluoride; potassium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In tetrahydrofuran; N,N-dimethyl acetamide; toluene;
DOI:10.1021/ja5029028