(S,S)-5-(2,4-difluoro-5-pyrimidin-5-ylphenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

Base Information

Chemical Name:(S*,S*)-5-(2,4-difluoro-5-pyrimidin-5-ylphenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine
CAS No.:1352431-81-2
Molecular Formula:C₁₅H₁₃F₃N₄O
Molecular Weight:322.29
Hs Code.:

Synonyms:(S*,S*)-5-(2,4-difluoro-5-pyrimidin-5-ylphenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

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Chemical Property of (S*,S*)-5-(2,4-difluoro-5-pyrimidin-5-ylphenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

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Technology Process of (S*,S*)-5-(2,4-difluoro-5-pyrimidin-5-ylphenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

There total 6 articles about (S*,S*)-5-(2,4-difluoro-5-pyrimidin-5-ylphenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine 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:

: (RS,RS)-5-(2,4-difluoro-5-pyrimidin-5-ylphenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

: 1352431-81-2
(S*,S*)-5-(2,4-difluoro-5-pyrimidin-5-ylphenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

: 1352431-79-8
(R*,R*)-5-(2,4-difluoro-5-pyrimidin-5-ylphenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

Guidance literature:: With Chiralpak Diacel AD; In carbon dioxide; isopropylamine; isopropyl alcohol; Resolution of racemate;

Reference yield:

: 1352126-43-2
rac-2-amino-2-(5-bromo-2,4-difluoro-phenyl)-propionic acid

: 1352431-81-2
(S*,S*)-5-(2,4-difluoro-5-pyrimidin-5-ylphenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

: 1352431-79-8
(R*,R*)-5-(2,4-difluoro-5-pyrimidin-5-ylphenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydroxide / 1,4-dioxane; water / 1 h / 20 °C / pH 10 - 11

2.1: N,N-dimethyl-formamide / 48 h / 110 °C

3.1: diisobutylaluminium hydride / tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere

3.2: 0 °C

4.1: ammonia / water; methanol / 28 h / 60 °C

5.1: sodium hydrogencarbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 2 h / 80 °C / Inert atmosphere

6.1: Chiralpak Diacel AD / isopropyl alcohol; carbon dioxide; isopropylamine / Resolution of racemate

With ammonia; diisobutylaluminium hydride; sodium hydrogencarbonate; N,N-dimethyl-formamide; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; carbon dioxide; water; isopropylamine; isopropyl alcohol;

Reference yield:

: 1352419-33-0
rac-2-(5-bromo-2,4-difluorophenyl)-2-(2-chloroacetylamino)propionic acid

: 1352431-81-2
(S*,S*)-5-(2,4-difluoro-5-pyrimidin-5-ylphenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

: 1352431-79-8
(R*,R*)-5-(2,4-difluoro-5-pyrimidin-5-ylphenyl)-6-fluoro-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

Guidance literature:: Multi-step reaction with 5 steps

1.1: N,N-dimethyl-formamide / 48 h / 110 °C

2.1: diisobutylaluminium hydride / tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere

2.2: 0 °C

3.1: ammonia / water; methanol / 28 h / 60 °C

4.1: sodium hydrogencarbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 2 h / 80 °C / Inert atmosphere

5.1: Chiralpak Diacel AD / isopropyl alcohol; carbon dioxide; isopropylamine / Resolution of racemate

With ammonia; diisobutylaluminium hydride; sodium hydrogencarbonate; N,N-dimethyl-formamide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; carbon dioxide; water; isopropylamine; isopropyl alcohol;