1-((4S,5R)-5-(4-(6-(aminomethyl)pyridin-3-yl)phenyl)-4-(fluoromethyl)-2,2-dimethyloxazolidin-3-yl)-2,2-difluoroethanone

Base Information

Chemical Name:1-((4S,5R)-5-(4-(6-(aminomethyl)pyridin-3-yl)phenyl)-4-(fluoromethyl)-2,2-dimethyloxazolidin-3-yl)-2,2-difluoroethanone
CAS No.:1454906-89-8
Molecular Formula:C₂₀H₂₂F₃N₃O₂
Molecular Weight:393.409
Hs Code.:

Synonyms:1-((4S,5R)-5-(4-(6-(aminomethyl)pyridin-3-yl)phenyl)-4-(fluoromethyl)-2,2-dimethyloxazolidin-3-yl)-2,2-difluoroethanone

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Chemical Property of 1-((4S,5R)-5-(4-(6-(aminomethyl)pyridin-3-yl)phenyl)-4-(fluoromethyl)-2,2-dimethyloxazolidin-3-yl)-2,2-difluoroethanone

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Technology Process of 1-((4S,5R)-5-(4-(6-(aminomethyl)pyridin-3-yl)phenyl)-4-(fluoromethyl)-2,2-dimethyloxazolidin-3-yl)-2,2-difluoroethanone

There total 7 articles about 1-((4S,5R)-5-(4-(6-(aminomethyl)pyridin-3-yl)phenyl)-4-(fluoromethyl)-2,2-dimethyloxazolidin-3-yl)-2,2-difluoroethanone 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:

: 1454906-88-7
tert-butyl (5-(4-((4S,5R)-3-(2,2-difluoroacetyl)-4-(fluoromethyl)-2,2-dimethyloxazolidin-5-yl)phenyl)pyridin-2-yl)methylcarbamate

: 1454906-89-8
1-((4S,5R)-5-(4-(6-(aminomethyl)pyridin-3-yl)phenyl)-4-(fluoromethyl)-2,2-dimethyloxazolidin-3-yl)-2,2-difluoroethanone

Guidance literature:: tert-butyl (5-(4-((4S,5R)-3-(2,2-difluoroacetyl)-4-(fluoromethyl)-2,2-dimethyloxazolidin-5-yl)phenyl)pyridin-2-yl)methylcarbamate; With 2,6-dimethylpyridine; t-butyldimethylsiyl triflate; In dichloromethane; at 0 - 35 ℃; for 19h;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.333333h;

Reference yield:

: 1454906-87-6
2,2-difluoro-1-((4S,5R)-4-(fluoromethyl)-2,2-dimethyl-5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)oxazolidin-3-yl)ethanone

: 1454906-89-8
1-((4S,5R)-5-(4-(6-(aminomethyl)pyridin-3-yl)phenyl)-4-(fluoromethyl)-2,2-dimethyloxazolidin-3-yl)-2,2-difluoroethanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate; palladium bis[bis(diphenylphosphino)ferrocene] dichloride / toluene; ethanol / 4 h / 80 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine; t-butyldimethylsiyl triflate / dichloromethane / 19 h / 0 - 35 °C

2.2: 0.33 h

With 2,6-dimethylpyridine; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; t-butyldimethylsiyl triflate; sodium hydrogencarbonate; In ethanol; dichloromethane; toluene;

Reference yield:

: 1431551-88-0
(4S,5R)-4-(fluoromethyl)-5-(4-iodophenyl)-2,2-dimethyloxazolidine

: 1454906-89-8
1-((4S,5R)-5-(4-(6-(aminomethyl)pyridin-3-yl)phenyl)-4-(fluoromethyl)-2,2-dimethyloxazolidin-3-yl)-2,2-difluoroethanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C

2.1: potassium acetate; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 22 h / 90 °C / Inert atmosphere

3.1: sodium hydrogencarbonate; palladium bis[bis(diphenylphosphino)ferrocene] dichloride / toluene; ethanol / 4 h / 80 °C / Inert atmosphere

4.1: 2,6-dimethylpyridine; t-butyldimethylsiyl triflate / dichloromethane / 19 h / 0 - 35 °C

4.2: 0.33 h

With 2,6-dimethylpyridine; bis-triphenylphosphine-palladium(II) chloride; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; t-butyldimethylsiyl triflate; potassium acetate; sodium hydrogencarbonate; triethylamine; In 1,4-dioxane; ethanol; dichloromethane; toluene;