5,6-diallyl-1-benzenesulfonyl-4-phenyl-1,2,3,6-tetrahydropyridine

Base Information

Chemical Name:5,6-diallyl-1-benzenesulfonyl-4-phenyl-1,2,3,6-tetrahydropyridine
CAS No.:1313538-14-5
Molecular Formula:C₂₃H₂₅NO₂S
Molecular Weight:379.523
Hs Code.:

Synonyms:5,6-diallyl-1-benzenesulfonyl-4-phenyl-1,2,3,6-tetrahydropyridine

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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 5,6-diallyl-1-benzenesulfonyl-4-phenyl-1,2,3,6-tetrahydropyridine

Chemical Property:

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Technology Process of 5,6-diallyl-1-benzenesulfonyl-4-phenyl-1,2,3,6-tetrahydropyridine

There total 7 articles about 5,6-diallyl-1-benzenesulfonyl-4-phenyl-1,2,3,6-tetrahydropyridine 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: 66.0%

: 1313538-10-1
(2-allyl-1-benzenesulfonyl-4-phenyl-1,2,5,6-tetrahydropyridin-3-yl)acetaldehyde

: 2065-66-9
methyl-triphenylphosphonium iodide

: 1313538-14-5
5,6-diallyl-1-benzenesulfonyl-4-phenyl-1,2,3,6-tetrahydropyridine

Guidance literature:: methyl-triphenylphosphonium iodide; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

(2-allyl-1-benzenesulfonyl-4-phenyl-1,2,5,6-tetrahydropyridin-3-yl)acetaldehyde; In tetrahydrofuran; at -30 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2011.04.089

Reference yield:

: C₁₈H₂₁NO₄S

: 1313538-14-5
5,6-diallyl-1-benzenesulfonyl-4-phenyl-1,2,3,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 6 steps

1.1: Jones reagent / acetone / 0.33 h / 20 °C / Inert atmosphere

2.1: dichloromethane / 3 h / Inert atmosphere; Reflux

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.33 h / Inert atmosphere; Reflux

3.2: 0.25 h / 20 °C / Inert atmosphere

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C / Cooling with ice; Inert atmosphere

4.2: Inert atmosphere; Cooling with ice

5.1: pyridinium chlorochromate / dichloromethane / 20 °C / Inert atmosphere

6.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

6.2: -30 °C / Inert atmosphere

With lithium aluminium tetrahydride; Jones reagent; n-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; acetone; 1.1: Jones oxidation / 2.1: Wittig reaction / 6.2: Wittig reaction;
DOI:10.1016/j.tet.2011.04.089

Reference yield:

: 1217795-32-8
C₁₈H₁₉NO₄S

: 1313538-14-5
5,6-diallyl-1-benzenesulfonyl-4-phenyl-1,2,3,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: dichloromethane / 3 h / Inert atmosphere; Reflux

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.33 h / Inert atmosphere; Reflux

2.2: 0.25 h / 20 °C / Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C / Cooling with ice; Inert atmosphere

3.2: Inert atmosphere; Cooling with ice

4.1: pyridinium chlorochromate / dichloromethane / 20 °C / Inert atmosphere

5.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

5.2: -30 °C / Inert atmosphere

With lithium aluminium tetrahydride; n-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; 1.1: Wittig reaction / 5.2: Wittig reaction;
DOI:10.1016/j.tet.2011.04.089