(2R,4S)-tert-butyl 2-(tert-butyl)-4-((3-fluoro-5-(pyridin-2-ylcarbamoyl)phenyl)carbamoyl)-4-methyloxazolidine-3-carboxylate

Base Information

Chemical Name:(2R,4S)-tert-butyl 2-(tert-butyl)-4-((3-fluoro-5-(pyridin-2-ylcarbamoyl)phenyl)carbamoyl)-4-methyloxazolidine-3-carboxylate
CAS No.:1333077-68-1
Molecular Formula:C₂₆H₃₃FN₄O₅
Molecular Weight:500.57
Hs Code.:

Synonyms:(2R,4S)-tert-butyl 2-(tert-butyl)-4-((3-fluoro-5-(pyridin-2-ylcarbamoyl)phenyl)carbamoyl)-4-methyloxazolidine-3-carboxylate

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Chemical Property of (2R,4S)-tert-butyl 2-(tert-butyl)-4-((3-fluoro-5-(pyridin-2-ylcarbamoyl)phenyl)carbamoyl)-4-methyloxazolidine-3-carboxylate

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Technology Process of (2R,4S)-tert-butyl 2-(tert-butyl)-4-((3-fluoro-5-(pyridin-2-ylcarbamoyl)phenyl)carbamoyl)-4-methyloxazolidine-3-carboxylate

There total 5 articles about (2R,4S)-tert-butyl 2-(tert-butyl)-4-((3-fluoro-5-(pyridin-2-ylcarbamoyl)phenyl)carbamoyl)-4-methyloxazolidine-3-carboxylate 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: 48.0%

: 1333077-73-8
3-bromo-5-fluoro-N-(pyridin-2-yl)benzamide

: 1333077-64-7
tert-butyl (2R, 4S)-2-(tert-butyl)-4-carbamoyl-4-methyl-4-methyloxazolidine-3-carboxylate

: 1333077-68-1
(2R,4S)-tert-butyl 2-(tert-butyl)-4-((3-fluoro-5-(pyridin-2-ylcarbamoyl)phenyl)carbamoyl)-4-methyloxazolidine-3-carboxylate

Guidance literature:: With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 120 ℃; for 36h; Inert atmosphere;
DOI:10.1021/ol2018196

Reference yield:

: 145625-08-7
(2R,4S)-2-tert-butyloxazolidinone-3,4-dicarboxylic acid 3-tert-butyl ester 4-methyl ester

: 1333077-68-1
(2R,4S)-tert-butyl 2-(tert-butyl)-4-((3-fluoro-5-(pyridin-2-ylcarbamoyl)phenyl)carbamoyl)-4-methyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: hydrogenchloride; lithium hydroxide monohydrate / tetrahydrofuran; water / 36 h / 50 °C / Inert atmosphere

3.1: oxalyl dichloride; triethylamine / dichloromethane; N,N-dimethyl-formamide / 2 h / 0 - 20 °C / Inert atmosphere

3.2: 6 h / 20 °C / Inert atmosphere

4.1: copper(l) iodide; potassium phosphate; N,N`-dimethylethylenediamine / 1,4-dioxane / 36 h / 120 °C / Inert atmosphere

With hydrogenchloride; potassium phosphate; copper(l) iodide; oxalyl dichloride; lithium hydroxide monohydrate; triethylamine; lithium hexamethyldisilazane; N,N`-dimethylethylenediamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol2018196

Reference yield:

: 1179522-58-7,1686957-60-7
(2R,4S)-2-tert-butyl-3-tert-butoxycarbonyl-4-methyl-1,3-oxazolidine-4-carboxylic acid

: 1333077-68-1
(2R,4S)-tert-butyl 2-(tert-butyl)-4-((3-fluoro-5-(pyridin-2-ylcarbamoyl)phenyl)carbamoyl)-4-methyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride; triethylamine / dichloromethane; N,N-dimethyl-formamide / 2 h / 0 - 20 °C / Inert atmosphere

1.2: 6 h / 20 °C / Inert atmosphere

2.1: copper(l) iodide; potassium phosphate; N,N`-dimethylethylenediamine / 1,4-dioxane / 36 h / 120 °C / Inert atmosphere

With potassium phosphate; copper(l) iodide; oxalyl dichloride; triethylamine; N,N`-dimethylethylenediamine; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol2018196