2-Ethoxy-1-(toluene-4-sulfonyl)-6-(2-trimethylsilanyl-ethoxymethoxymethyl)-1,2,3,4-tetrahydro-pyridine

Base Information

Chemical Name:2-Ethoxy-1-(toluene-4-sulfonyl)-6-(2-trimethylsilanyl-ethoxymethoxymethyl)-1,2,3,4-tetrahydro-pyridine
CAS No.:184637-86-3
Molecular Formula:C₂₁H₃₅NO₅SSi
Molecular Weight:441.664
Hs Code.:

Synonyms:2-Ethoxy-1-(toluene-4-sulfonyl)-6-(2-trimethylsilanyl-ethoxymethoxymethyl)-1,2,3,4-tetrahydro-pyridine

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Chemical Property of 2-Ethoxy-1-(toluene-4-sulfonyl)-6-(2-trimethylsilanyl-ethoxymethoxymethyl)-1,2,3,4-tetrahydro-pyridine

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Technology Process of 2-Ethoxy-1-(toluene-4-sulfonyl)-6-(2-trimethylsilanyl-ethoxymethoxymethyl)-1,2,3,4-tetrahydro-pyridine

There total 6 articles about 2-Ethoxy-1-(toluene-4-sulfonyl)-6-(2-trimethylsilanyl-ethoxymethoxymethyl)-1,2,3,4-tetrahydro-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: 97.0%

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 189505-73-5
[6-Ethoxy-1-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyridin-2-yl]-methanol

: 184637-86-3
2-Ethoxy-1-(toluene-4-sulfonyl)-6-(2-trimethylsilanyl-ethoxymethoxymethyl)-1,2,3,4-tetrahydro-pyridine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; for 5h;
DOI:10.1016/0040-4039(96)01883-7

Reference yield:

: 184637-80-7
6-ethoxy-1-(toluene-4-sulfonyl)-1,4,5,6-tetrahydropyridin-2-yl trifluoromethanesulfonate

: 184637-86-3
2-Ethoxy-1-(toluene-4-sulfonyl)-6-(2-trimethylsilanyl-ethoxymethoxymethyl)-1,2,3,4-tetrahydro-pyridine

Guidance literature:: Multi-step reaction with 3 steps

1: 61 percent / Ph₃As, Et₃N / Pd₂dba3 / dimethylformamide / 12 h

2: 70 percent / DIBALH / tetrahydrofuran / 5 h / Ambient temperature

3: 80 percent / iPr₂NEt / CH₂Cl₂ / 12 h

With triphenyl-arsane; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo962347j

Reference yield:

: 184637-78-3
6-ethoxy-1-(toluene-4-sulfonyl)-piperidin-2-one

: 184637-86-3
2-Ethoxy-1-(toluene-4-sulfonyl)-6-(2-trimethylsilanyl-ethoxymethoxymethyl)-1,2,3,4-tetrahydro-pyridine

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) KHMDS / 1.) THF, toluene, -78 deg C, 45 min, 2.) THF, -78 deg C, 45 min

2: 61 percent / Ph₃As, Et₃N / Pd₂dba3 / dimethylformamide / 12 h

3: 70 percent / DIBALH / tetrahydrofuran / 5 h / Ambient temperature

4: 80 percent / iPr₂NEt / CH₂Cl₂ / 12 h

With triphenyl-arsane; potassium hexamethylsilazane; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo962347j