(4S,5R)-5-[4-(6-dimethylaminomethylpyridin-3-yl)phenyl]-4-fluoromethyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(4S,5R)-5-[4-(6-dimethylaminomethylpyridin-3-yl)phenyl]-4-fluoromethyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester
CAS No.:1454907-54-0
Molecular Formula:C₂₅H₃₄FN₃O₃
Molecular Weight:443.562
Hs Code.:

Synonyms:(4S,5R)-5-[4-(6-dimethylaminomethylpyridin-3-yl)phenyl]-4-fluoromethyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

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Chemical Property of (4S,5R)-5-[4-(6-dimethylaminomethylpyridin-3-yl)phenyl]-4-fluoromethyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

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Technology Process of (4S,5R)-5-[4-(6-dimethylaminomethylpyridin-3-yl)phenyl]-4-fluoromethyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

There total 6 articles about (4S,5R)-5-[4-(6-dimethylaminomethylpyridin-3-yl)phenyl]-4-fluoromethyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester 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:

: 1454907-53-9
(4S,5R)-5-[4-(6-dimethylcarbamoylpyridin-3-yl)phenyl]-4-fluoromethyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

: 1454907-54-0
(4S,5R)-5-[4-(6-dimethylaminomethylpyridin-3-yl)phenyl]-4-fluoromethyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: With dimethylsulfide borane complex; In tetrahydrofuran; toluene; at 0 - 65 ℃; for 16h;

Reference yield:

: 1052114-46-1
tert-butyl ((1R,2S)-3-fluoro-1-hydroxy-1-(4-iodophenyl)propan-2-yl)carbamate

: 1454907-54-0
(4S,5R)-5-[4-(6-dimethylaminomethylpyridin-3-yl)phenyl]-4-fluoromethyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: toluene-4-sulfonic acid / dichloromethane / 2 h / 20 °C / Cooling with ice

2: potassium acetate; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / Reflux

3: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 3 h / 90 °C / Inert atmosphere

4: potassium hydroxide; methanol / 48 h / 65 °C

5: diisopropylamine; triphenylphosphine / tetrahydrofuran; ethyl acetate / 14 h / 20 °C

6: dimethylsulfide borane complex / tetrahydrofuran; toluene / 16 h / 0 - 65 °C

With methanol; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimethylsulfide borane complex; potassium acetate; caesium carbonate; toluene-4-sulfonic acid; diisopropylamine; triphenylphosphine; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water; ethyl acetate; toluene;

Reference yield:

: 1454906-58-1
(4S,5R)-4-fluoromethyl-5-(4-iodophenyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

: 1454907-54-0
(4S,5R)-5-[4-(6-dimethylaminomethylpyridin-3-yl)phenyl]-4-fluoromethyl-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: potassium acetate; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / Reflux

2: caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 3 h / 90 °C / Inert atmosphere

3: potassium hydroxide; methanol / 48 h / 65 °C

4: diisopropylamine; triphenylphosphine / tetrahydrofuran; ethyl acetate / 14 h / 20 °C

5: dimethylsulfide borane complex / tetrahydrofuran; toluene / 16 h / 0 - 65 °C

With methanol; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimethylsulfide borane complex; potassium acetate; caesium carbonate; diisopropylamine; triphenylphosphine; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; water; ethyl acetate; toluene;