6-(2-bromo-phenyl)-1-(4-methoxy-benzyl)-4-methyl-5-methylene-3-trimethylsilanyl-5,6-dihydro-1H-pyridine-2-thione

Base Information

• Chemical Name: 6-(2-bromo-phenyl)-1-(4-methoxy-benzyl)-4-methyl-5-methylene-3-trimethylsilanyl-5,6-dihydro-1H-pyridine-2-thione
• CAS No.: 936943-12-3
• Molecular Formula: C₂₄H₂₈BrNOSSi
• Molecular Weight: 486.548

Synonyms:6-(2-bromo-phenyl)-1-(4-methoxy-benzyl)-4-methyl-5-methylene-3-trimethylsilanyl-5,6-dihydro-1H-pyridine-2-thione

Chemical Property of 6-(2-bromo-phenyl)-1-(4-methoxy-benzyl)-4-methyl-5-methylene-3-trimethylsilanyl-5,6-dihydro-1H-pyridine-2-thione

Chemical Property:

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Technology Process of 6-(2-bromo-phenyl)-1-(4-methoxy-benzyl)-4-methyl-5-methylene-3-trimethylsilanyl-5,6-dihydro-1H-pyridine-2-thione

There total 1 articles about 6-(2-bromo-phenyl)-1-(4-methoxy-benzyl)-4-methyl-5-methylene-3-trimethylsilanyl-5,6-dihydro-1H-pyridine-2-thione 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: 65.0%

but-2-ynylsulfanylethynyl-trimethyl-silane + N-(p-methoxybenzyl)-2-bromobenzylidenamine → 6-(2-bromo-phenyl)-1-(4-methoxy-benzyl)-4-methyl-5-methylene-3-trimethylsilanyl-5,6-dihydro-1H-pyridine-2-thione (936943-12-3)

Guidance literature:

ytterbium(III) triflate; In chloroform; for 14h; Heating;

DOI:10.1055/s-2007-970748

Reference yield: 67.0%

6-(2-bromo-phenyl)-1-(4-methoxy-benzyl)-4-methyl-5-methylene-3-trimethylsilanyl-5,6-dihydro-1H-pyridine-2-thione (936943-12-3) → 6-(2-bromo-phenyl)-1-(4-methoxy-benzyl)-4-methyl-5-methylene-3-trimethylsilanyl-5,6-dihydro-1H-pyridin-2-one (936943-16-7)

Guidance literature:

With 2-[(4-methylphenyl)sulfonyl]-3-phenyl-oxaziridine; In chloroform; at 20 ℃; for 0.5h;

DOI:10.1055/s-2007-970748

Reference yield:

6-(2-bromo-phenyl)-1-(4-methoxy-benzyl)-4-methyl-5-methylene-3-trimethylsilanyl-5,6-dihydro-1H-pyridine-2-thione (936943-12-3) → 1-(4-methoxybenzyl)-4-methyl-1,5-dihydroindeno[1,2-b]pyridin-2-one (269405-53-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 67 percent / N-tosyl-3-phenyloxaziridine / CHCl₃ / 0.5 h / 20 °C

2: 58 percent / tri(o-tolyl)phosphine; Et₃N / Pd(OAc)2 / dimethylformamide / 12 h / 90 °C

3: 88 percent / p-toluenesulfonic acid monohydrate / CHCl₃ / 5 h / Heating

With toluene-4-sulfonic acid; 2-[(4-methylphenyl)sulfonyl]-3-phenyl-oxaziridine; triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In chloroform; N,N-dimethyl-formamide; 1: aza-Diels-Alder reaction / 2: intramolecular Heck reaction;

DOI:10.1055/s-2007-970748

Downstream raw materials:

6-(2-bromo-phenyl)-1-(4-methoxy-benzyl)-4-methyl-5-methylene-3-trimethylsilanyl-5,6-dihydro-1H-pyridin-2-one

1-(4-methoxy-benzyl)-4-methyl-3-trimethylsilanyl-1,5-dihydro-indeno[1,2-b]pyridin-2-one

1-(4-methoxybenzyl)-4-methyl-1,5-dihydroindeno[1,2-b]pyridin-2-one

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