(4S,5R)-tert-butyl 4-(fluoromethyl)-5-(4-(3-(hydroxymethyl)isoxazol-5-yl)phenyl)-2,2-dimethyloxazolidine-3-carboxylate

Base Information

Chemical Name:(4S,5R)-tert-butyl 4-(fluoromethyl)-5-(4-(3-(hydroxymethyl)isoxazol-5-yl)phenyl)-2,2-dimethyloxazolidine-3-carboxylate
CAS No.:1454907-97-1
Molecular Formula:C₂₁H₂₇FN₂O₅
Molecular Weight:406.454
Hs Code.:

Synonyms:(4S,5R)-tert-butyl 4-(fluoromethyl)-5-(4-(3-(hydroxymethyl)isoxazol-5-yl)phenyl)-2,2-dimethyloxazolidine-3-carboxylate

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Chemical Property of (4S,5R)-tert-butyl 4-(fluoromethyl)-5-(4-(3-(hydroxymethyl)isoxazol-5-yl)phenyl)-2,2-dimethyloxazolidine-3-carboxylate

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Technology Process of (4S,5R)-tert-butyl 4-(fluoromethyl)-5-(4-(3-(hydroxymethyl)isoxazol-5-yl)phenyl)-2,2-dimethyloxazolidine-3-carboxylate

There total 5 articles about (4S,5R)-tert-butyl 4-(fluoromethyl)-5-(4-(3-(hydroxymethyl)isoxazol-5-yl)phenyl)-2,2-dimethyloxazolidine-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: 96.0%

: 1454907-94-8
ethyl 5-(4-((4S,5R)-3-(tert-butoxycarbonyl)-4-(fluoromethyl)-2,2-dimethyloxazolidin-5-yl)phenyl)isoxazole-3-carboxylate

: 1454907-97-1
(4S,5R)-tert-butyl 4-(fluoromethyl)-5-(4-(3-(hydroxymethyl)isoxazol-5-yl)phenyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 1.5h;

Reference yield:

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

: 1454907-97-1
(4S,5R)-tert-butyl 4-(fluoromethyl)-5-(4-(3-(hydroxymethyl)isoxazol-5-yl)phenyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

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

2: copper(l) iodide; piperidine; bis-triphenylphosphine-palladium(II) chloride / toluene / 6 h / 35 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / -78 °C

4: sodium hydrogencarbonate / N,N-dimethyl-formamide; ethyl acetate / 20 °C

5: sodium tetrahydroborate / methanol; tetrahydrofuran / 1.5 h / 0 - 20 °C

With piperidine; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; copper(l) iodide; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;

Reference yield:

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

: 1454907-97-1
(4S,5R)-tert-butyl 4-(fluoromethyl)-5-(4-(3-(hydroxymethyl)isoxazol-5-yl)phenyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: copper(l) iodide; piperidine; bis-triphenylphosphine-palladium(II) chloride / toluene / 6 h / 35 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / -78 °C

3: sodium hydrogencarbonate / N,N-dimethyl-formamide; ethyl acetate / 20 °C

4: sodium tetrahydroborate / methanol; tetrahydrofuran / 1.5 h / 0 - 20 °C

With piperidine; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; copper(l) iodide; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; toluene;