1-(toluene-4-sulfonyl)-4-(4-trimethylsilyl-but-3-ynyl)-1,2,3,6-tetrahydropyridine

Base Information

Chemical Name:1-(toluene-4-sulfonyl)-4-(4-trimethylsilyl-but-3-ynyl)-1,2,3,6-tetrahydropyridine
CAS No.:827575-28-0
Molecular Formula:C₁₉H₂₇NO₂SSi
Molecular Weight:361.58
Hs Code.:

Synonyms:1-(toluene-4-sulfonyl)-4-(4-trimethylsilyl-but-3-ynyl)-1,2,3,6-tetrahydropyridine

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Chemical Property of 1-(toluene-4-sulfonyl)-4-(4-trimethylsilyl-but-3-ynyl)-1,2,3,6-tetrahydropyridine

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Technology Process of 1-(toluene-4-sulfonyl)-4-(4-trimethylsilyl-but-3-ynyl)-1,2,3,6-tetrahydropyridine

There total 3 articles about 1-(toluene-4-sulfonyl)-4-(4-trimethylsilyl-but-3-ynyl)-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: 83.0%

: 827575-53-1
6-methoxy-1-(toluene-4-sulfonyl)-1,2,3,6-tetrahydropyridine

: 69361-41-7
4-bromo-1-trimethylsilylbut-1-yne

: 827575-28-0
1-(toluene-4-sulfonyl)-4-(4-trimethylsilyl-but-3-ynyl)-1,2,3,6-tetrahydropyridine

Guidance literature:: 4-bromo-1-trimethylsilylbut-1-yne; With magnesium; In tetrahydrofuran; for 1.16667h;

6-methoxy-1-(toluene-4-sulfonyl)-1,2,3,6-tetrahydropyridine; With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; at -15 - 20 ℃; for 22h;
DOI:10.1021/ol047696b

Reference yield:

: 827575-52-0
3-bromo-2-methoxy-1-(toluene-4-sulfonyl)piperidine

: 827575-28-0
1-(toluene-4-sulfonyl)-4-(4-trimethylsilyl-but-3-ynyl)-1,2,3,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 83 percent / DBU / dimethylformamide / 20 h / 90 °C

2.1: Mg / tetrahydrofuran / 1.17 h

2.2: 83 percent / CuBr*DMS / tetrahydrofuran / 22 h / -15 - 20 °C

With magnesium; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ol047696b

Reference yield:

: 81097-36-1
1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydropyridine

: 827575-28-0
1-(toluene-4-sulfonyl)-4-(4-trimethylsilyl-but-3-ynyl)-1,2,3,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 82 percent / Br₂; MeOH / 0.83 h

2.1: 83 percent / DBU / dimethylformamide / 20 h / 90 °C

3.1: Mg / tetrahydrofuran / 1.17 h

3.2: 83 percent / CuBr*DMS / tetrahydrofuran / 22 h / -15 - 20 °C

With methanol; bromine; magnesium; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ol047696b