N-(2-(3-(((2R,3S,6S)-2-(methoxymethyl)-6-phenyl-3,6-dihydro-2H-pyran-3-yl)oxy)prop-1-yn-1-yl)phenyl)-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-(2-(3-(((2R,3S,6S)-2-(methoxymethyl)-6-phenyl-3,6-dihydro-2H-pyran-3-yl)oxy)prop-1-yn-1-yl)phenyl)-4-methylbenzenesulfonamide
CAS No.:1314595-78-2
Molecular Formula:C₂₉H₂₉NO₅S
Molecular Weight:503.619
Hs Code.:

Synonyms:N-(2-(3-(((2R,3S,6S)-2-(methoxymethyl)-6-phenyl-3,6-dihydro-2H-pyran-3-yl)oxy)prop-1-yn-1-yl)phenyl)-4-methylbenzenesulfonamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-(2-(3-(((2R,3S,6S)-2-(methoxymethyl)-6-phenyl-3,6-dihydro-2H-pyran-3-yl)oxy)prop-1-yn-1-yl)phenyl)-4-methylbenzenesulfonamide

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Technology Process of N-(2-(3-(((2R,3S,6S)-2-(methoxymethyl)-6-phenyl-3,6-dihydro-2H-pyran-3-yl)oxy)prop-1-yn-1-yl)phenyl)-4-methylbenzenesulfonamide

There total 6 articles about N-(2-(3-(((2R,3S,6S)-2-(methoxymethyl)-6-phenyl-3,6-dihydro-2H-pyran-3-yl)oxy)prop-1-yn-1-yl)phenyl)-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: 63.0%

: 1314595-75-9
2-(3-(((2R,3S,6S)-2-(methoxymethyl)-6-phenyl-3,6-dihydro-2H-pyran-3-yl)oxy)prop-1-yn-1-yl)aniline

: 98-59-9
p-toluenesulfonyl chloride

: 1314595-78-2
N-(2-(3-(((2R,3S,6S)-2-(methoxymethyl)-6-phenyl-3,6-dihydro-2H-pyran-3-yl)oxy)prop-1-yn-1-yl)phenyl)-4-methylbenzenesulfonamide

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1021/ol201532k

Reference yield:

: C₁₅H₂₂O₃Si

: 1314595-78-2
N-(2-(3-(((2R,3S,6S)-2-(methoxymethyl)-6-phenyl-3,6-dihydro-2H-pyran-3-yl)oxy)prop-1-yn-1-yl)phenyl)-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere

4.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diethylamine / 2 h / 50 °C / Inert atmosphere

5.1: pyridine; dmap / dichloromethane / 24 h / 20 °C / Inert atmosphere

With pyridine; dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; sodium hydride; diethylamine; In tetrahydrofuran; dichloromethane; mineral oil; 4.1: Sonogashira coupling;
DOI:10.1021/ol201532k

Reference yield:

: 1314595-73-7
(2R,3S,6S)-2-(methoxymethyl)-6-phenyl-3-(prop-2-yn-1-yloxy)-3,6-dihydro-2H-pyran

: 1314595-78-2
N-(2-(3-(((2R,3S,6S)-2-(methoxymethyl)-6-phenyl-3,6-dihydro-2H-pyran-3-yl)oxy)prop-1-yn-1-yl)phenyl)-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diethylamine / 2 h / 50 °C / Inert atmosphere

2: pyridine; dmap / dichloromethane / 24 h / 20 °C / Inert atmosphere

With pyridine; dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; In dichloromethane; 1: Sonogashira coupling;
DOI:10.1021/ol201532k