(3Z)-3-benzylidene-1,2,3,6-tetrahydro-4-methyl-2-methylene-1-(p-tosyl)pyridine

Base Information

Chemical Name:(3Z)-3-benzylidene-1,2,3,6-tetrahydro-4-methyl-2-methylene-1-(p-tosyl)pyridine
CAS No.:1301663-98-8
Molecular Formula:C₂₁H₂₁NO₂S
Molecular Weight:351.469
Hs Code.:

Synonyms:(3Z)-3-benzylidene-1,2,3,6-tetrahydro-4-methyl-2-methylene-1-(p-tosyl)pyridine

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Chemical Property of (3Z)-3-benzylidene-1,2,3,6-tetrahydro-4-methyl-2-methylene-1-(p-tosyl)pyridine

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Technology Process of (3Z)-3-benzylidene-1,2,3,6-tetrahydro-4-methyl-2-methylene-1-(p-tosyl)pyridine

There total 5 articles about (3Z)-3-benzylidene-1,2,3,6-tetrahydro-4-methyl-2-methylene-1-(p-tosyl)pyridine 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:

: 1301664-33-4
3-methyl-N-(2-(trimethylsilyl)ethynyl)-5-phenyl-N-(p-tosyl)penta-3,4-dien-1-amine

: 1301663-98-8
(3Z)-3-benzylidene-1,2,3,6-tetrahydro-4-methyl-2-methylene-1-(p-tosyl)pyridine

: 1301663-96-6
(2Z,3Z)-3-benzylidene-1,2,3,6-tetrahydro-4-methyl-2-((trimethylsilyl)methylene)-1-(p-tosyl)pyridine

Guidance literature:: With silver trifluoromethanesulfonate; In dichloromethane; at 25 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol201041h

Reference yield:

: 161040-05-7
N-(but-3-yn-1-yl)-4-methylbenzenesulfonamide

: 1301663-98-8
(3Z)-3-benzylidene-1,2,3,6-tetrahydro-4-methyl-2-methylene-1-(p-tosyl)pyridine

: 1301663-96-6
(2Z,3Z)-3-benzylidene-1,2,3,6-tetrahydro-4-methyl-2-((trimethylsilyl)methylene)-1-(p-tosyl)pyridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: iron(III) chloride hexahydrate; potassium carbonate; N,N`-dimethylethylenediamine / toluene / 16 h / 90 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

2.2: 3 h / -78 - 25 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: copper(l) iodide; lithium bromide / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

4.2: -78 - 25 °C / Inert atmosphere

5.1: silver trifluoromethanesulfonate / dichloromethane / 3 h / 25 °C / Inert atmosphere

With copper(l) iodide; n-butyllithium; iron(III) chloride hexahydrate; silver trifluoromethanesulfonate; potassium carbonate; lithium bromide; N,N`-dimethylethylenediamine; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1021/ol201041h

Reference yield:

: 1301664-51-6
5-(N-(2-(trimethylsilyl)ethynyl)-N-(p-tosyl)amino)-1-phenylpent-2-yn-1-ol

: 1301663-98-8
(3Z)-3-benzylidene-1,2,3,6-tetrahydro-4-methyl-2-methylene-1-(p-tosyl)pyridine

: 1301663-96-6
(2Z,3Z)-3-benzylidene-1,2,3,6-tetrahydro-4-methyl-2-((trimethylsilyl)methylene)-1-(p-tosyl)pyridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: copper(l) iodide; lithium bromide / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

2.2: -78 - 25 °C / Inert atmosphere

3.1: silver trifluoromethanesulfonate / dichloromethane / 3 h / 25 °C / Inert atmosphere

With copper(l) iodide; n-butyllithium; silver trifluoromethanesulfonate; lithium bromide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol201041h