1-benzenesulfonyl-4-trimethylsilanyloxy-1,2,3,6-tetrahydropyridine

Base Information

• Chemical Name: 1-benzenesulfonyl-4-trimethylsilanyloxy-1,2,3,6-tetrahydropyridine
• CAS No.: 919491-03-5
• Molecular Formula: C₁₄H₂₁NO₃SSi
• Molecular Weight: 311.477
• Mol file: 919491-03-5.mol

Synonyms:1-benzenesulfonyl-4-trimethylsilanyloxy-1,2,3,6-tetrahydropyridine

Chemical Property of 1-benzenesulfonyl-4-trimethylsilanyloxy-1,2,3,6-tetrahydropyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzenesulfonyl-4-trimethylsilanyloxy-1,2,3,6-tetrahydropyridine

There total 1 articles about 1-benzenesulfonyl-4-trimethylsilanyloxy-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: 98.0%

1-benzenesulfonyl-piperidin-4-one (34259-86-4) + trimethylsilyl trifluoromethanesulfonate (27607-77-8) → 1-benzenesulfonyl-4-trimethylsilanyloxy-1,2,3,6-tetrahydropyridine (919491-03-5)

Guidance literature:

With triethylamine; In dichloromethane; at -20 ℃; for 1h;

DOI:10.1002/chem.200601076

Reference yield: 68.0%

1-benzenesulfonyl-4-trimethylsilanyloxy-1,2,3,6-tetrahydropyridine (919491-03-5) → 1-benzenesulfonyl-3-bromopiperidine-4-one (919491-04-6)

Guidance literature:

With N-Bromosuccinimide; sodium acetate; In tetrahydrofuran; water; at 20 ℃; for 1h;

DOI:10.1002/chem.200601076

Reference yield:

1-benzenesulfonyl-4-trimethylsilanyloxy-1,2,3,6-tetrahydropyridine (919491-03-5) → 1-benzenesulfonyl-5-bromo-4-(1-tert-butoxy-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl)-1,2,3,6-tetrahydro-pyridine (919491-09-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / N-bromosuccinimide; sodium acetate / tetrahydrofuran; H₂O / 1 h / 20 °C

2: 80 percent / triethylamine / CH₂Cl₂ / 20 h / -78 - 20 °C

3: 94 percent / LiCl; CuI / Pd₂(dba)3*CHCl₃ / 1-methyl-pyrrolidin-2-one / 10 h / 65 °C

With N-Bromosuccinimide; copper(l) iodide; sodium acetate; triethylamine; lithium chloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; water; 3: Stille coupling;

DOI:10.1002/chem.200601076

upstream raw materials:

1-benzenesulfonyl-piperidin-4-one

trimethylsilyl trifluoromethanesulfonate

Downstream raw materials:

1-benzenesulfonyl-3-bromopiperidine-4-one

1-benzenesulfonyl 5-bromo-4-trifluromethanesulfonyloxy-1,2,3,6-tetrahydropyridine

1-benzenesulfonyl-5-bromo-4-(1-tert-butoxy-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl)-1,2,3,6-tetrahydro-pyridine

1-benzenesulfonyl-5-bromo-4-(1-tert-butoxy-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl)-1,2,3,6-tetrahydro-pyridine