6-(4-bromo-3-methyl-N-tosylpyrrol-2-yl)-1,1-dimethoxy-4,4-dimethyl-5-nitrohexan-2-one

Base Information

Chemical Name:6-(4-bromo-3-methyl-N-tosylpyrrol-2-yl)-1,1-dimethoxy-4,4-dimethyl-5-nitrohexan-2-one
CAS No.:1284257-67-5
Molecular Formula:C₂₂H₂₉BrN₂O₇S
Molecular Weight:545.451
Hs Code.:

Synonyms:6-(4-bromo-3-methyl-N-tosylpyrrol-2-yl)-1,1-dimethoxy-4,4-dimethyl-5-nitrohexan-2-one

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Chemical Property of 6-(4-bromo-3-methyl-N-tosylpyrrol-2-yl)-1,1-dimethoxy-4,4-dimethyl-5-nitrohexan-2-one

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Technology Process of 6-(4-bromo-3-methyl-N-tosylpyrrol-2-yl)-1,1-dimethoxy-4,4-dimethyl-5-nitrohexan-2-one

There total 6 articles about 6-(4-bromo-3-methyl-N-tosylpyrrol-2-yl)-1,1-dimethoxy-4,4-dimethyl-5-nitrohexan-2-one 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: 86.0%

: 1284257-65-3
4-bromo-3-methyl-2-(2-nitroethyl)-N-tosylpyrrole

: 127256-03-5
1,1,-dimethoxy-4-methyl-3-penten-2-one

: 1284257-67-5
6-(4-bromo-3-methyl-N-tosylpyrrol-2-yl)-1,1-dimethoxy-4,4-dimethyl-5-nitrohexan-2-one

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; for 0.25h; Inert atmosphere;
DOI:10.1039/c0nj00771d

Reference yield:

: 94781-48-3
4-bromo-3-methylpyrrole-2-carboxaldehyde

: 1284257-67-5
6-(4-bromo-3-methyl-N-tosylpyrrol-2-yl)-1,1-dimethoxy-4,4-dimethyl-5-nitrohexan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 3 h / 20 °C / Inert atmosphere

2.1: methylamine hydrochloride; potassium acetate; acetic acid / ethanol / 2 h

3.1: lithium borohydride / tetrahydrofuran / 0.25 h / -10 °C / Inert atmosphere

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 0.25 h / Inert atmosphere

With lithium borohydride; methylamine hydrochloride; potassium acetate; sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; ethanol; 2.1: Henry reaction / 4.1: Michael addition;
DOI:10.1039/c0nj00771d

Reference yield:

: 24014-18-4
3-methyl-pyrrole-2-carboxaldehyde

: 1284257-67-5
6-(4-bromo-3-methyl-N-tosylpyrrol-2-yl)-1,1-dimethoxy-4,4-dimethyl-5-nitrohexan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-Bromosuccinimide / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2.2: 3 h / 20 °C / Inert atmosphere

3.1: methylamine hydrochloride; potassium acetate; acetic acid / ethanol / 2 h

4.1: lithium borohydride / tetrahydrofuran / 0.25 h / -10 °C / Inert atmosphere

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 0.25 h / Inert atmosphere

With N-Bromosuccinimide; lithium borohydride; methylamine hydrochloride; potassium acetate; sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; ethanol; 3.1: Henry reaction / 5.1: Michael addition;
DOI:10.1039/c0nj00771d