6-(1-ethoxybuta-1,3-dienyl)-2-methyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydropyridine

Base Information

Chemical Name:6-(1-ethoxybuta-1,3-dienyl)-2-methyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydropyridine
CAS No.:626232-75-5
Molecular Formula:C₁₉H₂₅NO₃S
Molecular Weight:347.478
Hs Code.:

Synonyms:6-(1-ethoxybuta-1,3-dienyl)-2-methyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydropyridine

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Chemical Property of 6-(1-ethoxybuta-1,3-dienyl)-2-methyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydropyridine

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Technology Process of 6-(1-ethoxybuta-1,3-dienyl)-2-methyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydropyridine

There total 5 articles about 6-(1-ethoxybuta-1,3-dienyl)-2-methyl-1-(toluene-4-sulfonyl)-1,2,3,4-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: 64.0%

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

: 626232-73-3
trifluoromethanesulfonic acid 6-methyl-1-(toluene-4-sulfonyl)-1,4,5,6-tetrahydropyridin-2-yl ester

: 626232-75-5
6-(1-ethoxybuta-1,3-dienyl)-2-methyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydropyridine

Guidance literature:: With sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; water; at 60 ℃; for 4h;
DOI:10.1021/jo034939p

Reference yield:

: 63587-57-5
2-methyl-1-(toluene-4-sulfonyl)-piperidine

: 626232-75-5
6-(1-ethoxybuta-1,3-dienyl)-2-methyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydropyridine

Guidance literature:: Multi-step reaction with 3 steps

1: 43 percent / NaIO₄; RuO₂*xH₂O / H₂O; ethyl acetate / 2 h / 25 °C

2: 53 percent / LHMDS; HMPA / tetrahydrofuran / -70 - 20 °C

3: 64 percent / Na₂CO₃ / (Ph₃P)2PdCl₂ / tetrahydrofuran; H₂O / 4 h / 60 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; ruthenium(IV) oxide; sodium periodate; sodium carbonate; lithium hexamethyldisilazane; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; water; ethyl acetate;
DOI:10.1021/jo034939p

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 626232-75-5
6-(1-ethoxybuta-1,3-dienyl)-2-methyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydropyridine

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine; DMAP / 20 °C

2: 43 percent / NaIO₄; RuO₂*xH₂O / H₂O; ethyl acetate / 2 h / 25 °C

3: 53 percent / LHMDS; HMPA / tetrahydrofuran / -70 - 20 °C

4: 64 percent / Na₂CO₃ / (Ph₃P)2PdCl₂ / tetrahydrofuran; H₂O / 4 h / 60 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; ruthenium(IV) oxide; sodium periodate; sodium carbonate; lithium hexamethyldisilazane; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; water; ethyl acetate;
DOI:10.1021/jo034939p