ethyl 2-((6S)-6-(5-bromo-2-fluorophenyl)-1-(2,4-dimethoxybenzyl)-6-methyl-2-oxopiperidin-3-yl)acetate

Base Information

Chemical Name:ethyl 2-((6S)-6-(5-bromo-2-fluorophenyl)-1-(2,4-dimethoxybenzyl)-6-methyl-2-oxopiperidin-3-yl)acetate
CAS No.:1446318-45-1
Molecular Formula:C₂₅H₂₉BrFNO₅
Molecular Weight:522.411
Hs Code.:

Synonyms:ethyl 2-((6S)-6-(5-bromo-2-fluorophenyl)-1-(2,4-dimethoxybenzyl)-6-methyl-2-oxopiperidin-3-yl)acetate

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Chemical Property of ethyl 2-((6S)-6-(5-bromo-2-fluorophenyl)-1-(2,4-dimethoxybenzyl)-6-methyl-2-oxopiperidin-3-yl)acetate

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Technology Process of ethyl 2-((6S)-6-(5-bromo-2-fluorophenyl)-1-(2,4-dimethoxybenzyl)-6-methyl-2-oxopiperidin-3-yl)acetate

There total 9 articles about ethyl 2-((6S)-6-(5-bromo-2-fluorophenyl)-1-(2,4-dimethoxybenzyl)-6-methyl-2-oxopiperidin-3-yl)acetate 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:

: 1446318-44-0
[(S)-6-(5-bromo-2-fluoro-phenyl)-1-(2,4-dimethoxy-benzyl)-6-methyl-2-oxo-1,2,5,6-tetrahydro-pyridin-3-yl]-acetic acid ethyl ester

: 1446318-45-1
ethyl 2-((6S)-6-(5-bromo-2-fluorophenyl)-1-(2,4-dimethoxybenzyl)-6-methyl-2-oxopiperidin-3-yl)acetate

Guidance literature:: With 5%-palladium/activated carbon; hydrogen; In ethyl acetate; at 23 ℃; for 60h; chemoselective reaction; Inert atmosphere;
DOI:10.1016/j.bmcl.2013.05.003

Reference yield:

: 198477-89-3
1-(5-bromo-2-fluorophenyl)ethan-1-one

: 1446318-45-1
ethyl 2-((6S)-6-(5-bromo-2-fluorophenyl)-1-(2,4-dimethoxybenzyl)-6-methyl-2-oxopiperidin-3-yl)acetate

Guidance literature:: Multi-step reaction with 7 steps

1: titanium(IV) tetraethanolate / tetrahydrofuran / 18 h / 75 °C

2: zinc; indium(III) triflate / tetrahydrofuran / 44 h / 18 - 23 °C / Inert atmosphere

3: hydrogenchloride / methanol; 1,4-dioxane / 1.5 h / 0 - 23 °C

4: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 16 h / 23 °C

5: triethylamine / dichloromethane / 1 h / 0 °C

6: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 96 h / 100 °C / Inert atmosphere

7: hydrogen; 5%-palladium/activated carbon / ethyl acetate / 60 h / 23 °C / Inert atmosphere

With indium(III) triflate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; hydrogenchloride; titanium(IV) tetraethanolate; 5%-palladium/activated carbon; hydrogen; sodium tris(acetoxy)borohydride; triethylamine; zinc; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; toluene;
DOI:10.1016/j.bmcl.2013.05.003

Reference yield:

: (R)-N-((1E)-1-(5-bromo-2-fluorophenyl)ethylidene)-2-methylpropane-2-sulfinamide

: 1446318-45-1
ethyl 2-((6S)-6-(5-bromo-2-fluorophenyl)-1-(2,4-dimethoxybenzyl)-6-methyl-2-oxopiperidin-3-yl)acetate

Guidance literature:: Multi-step reaction with 6 steps

1: zinc; indium(III) triflate / tetrahydrofuran / 44 h / 18 - 23 °C / Inert atmosphere

2: hydrogenchloride / methanol; 1,4-dioxane / 1.5 h / 0 - 23 °C

3: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 16 h / 23 °C

4: triethylamine / dichloromethane / 1 h / 0 °C

5: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 96 h / 100 °C / Inert atmosphere

6: hydrogen; 5%-palladium/activated carbon / ethyl acetate / 60 h / 23 °C / Inert atmosphere

With indium(III) triflate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; hydrogenchloride; 5%-palladium/activated carbon; hydrogen; sodium tris(acetoxy)borohydride; triethylamine; zinc; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; toluene;
DOI:10.1016/j.bmcl.2013.05.003