(4R,5R)-4-(5-bromopyridin-3-yl)-5-(2,5-difluorophenyl)oxazolidin-2-one

Base Information

Chemical Name:(4R,5R)-4-(5-bromopyridin-3-yl)-5-(2,5-difluorophenyl)oxazolidin-2-one
CAS No.:1375754-06-5
Molecular Formula:C₁₄H₉BrF₂N₂O₂
Molecular Weight:355.138
Hs Code.:

Synonyms:(4R,5R)-4-(5-bromopyridin-3-yl)-5-(2,5-difluorophenyl)oxazolidin-2-one

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Chemical Property of (4R,5R)-4-(5-bromopyridin-3-yl)-5-(2,5-difluorophenyl)oxazolidin-2-one

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Technology Process of (4R,5R)-4-(5-bromopyridin-3-yl)-5-(2,5-difluorophenyl)oxazolidin-2-one

There total 8 articles about (4R,5R)-4-(5-bromopyridin-3-yl)-5-(2,5-difluorophenyl)oxazolidin-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: 75.0%

: (1R,2R)-2-amino-2-(5-bromopyridin-3-yl)-1-(2,5-difluorophenyl)ethanol bis-hydrochloride

: 530-62-1
1,1'-carbonyldiimidazole

: 1375754-06-5
(4R,5R)-4-(5-bromopyridin-3-yl)-5-(2,5-difluorophenyl)oxazolidin-2-one

Guidance literature:: (1R,2R)-2-amino-2-(5-bromopyridin-3-yl)-1-(2,5-difluorophenyl)ethanol bis-hydrochloride; With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 0.166667h; Inert atmosphere;

1,1'-carbonyldiimidazole; In tetrahydrofuran; at 0 - 20 ℃; for 19h; Inert atmosphere;
DOI:10.1021/acsmedchemlett.5b00450

Reference yield:

: 4248-19-5
tert-butyl carbazate

: C₁₃H₈BrF₂N

: 1375754-06-5
(4R,5R)-4-(5-bromopyridin-3-yl)-5-(2,5-difluorophenyl)oxazolidin-2-one

Guidance literature:: tert-butyl carbazate; With tert-butylhypochlorite; sodium hydroxide; In propan-1-ol; at 20 ℃; for 0.166667h; Inert atmosphere;

C₁₃H₈BrF₂N; With potassium osmate(VI) dihydrate; 1,4-bis(9-O-dihydroquinidine)phthalazine; In propan-1-ol; at 0 - 20 ℃; for 72h; Inert atmosphere;

With Sodium thiosulfate pentahydrate; In propan-1-ol; water; at 0 ℃; Inert atmosphere;
DOI:10.1016/j.bmcl.2016.11.014

Reference yield:

: 85117-99-3
2-(bromomethyl)-1,4-difluorobenzene

: 1375754-06-5
(4R,5R)-4-(5-bromopyridin-3-yl)-5-(2,5-difluorophenyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 4 h / 160 °C / Inert atmosphere

2.1: potassium tert-butylate / tetrahydrofuran / 19 h / -10 - 20 °C / Inert atmosphere

3.1: sodium hydroxide; water; tert-butylhypochlorite / propan-1-ol / 0.08 h / Inert atmosphere

3.2: 0 - 22 °C / Inert atmosphere

4.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 3 h / 50 °C / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.17 h / Inert atmosphere

5.2: 19 h / 0 - 20 °C / Inert atmosphere

With hydrogenchloride; tert-butylhypochlorite; potassium tert-butylate; water; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; propan-1-ol; dichloromethane; 1.1: |Michaelis-Arbuzov Synthesis / 2.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/acsmedchemlett.5b00450