(4S,6S)-4-(5-bromo-2,4-difluorophenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-amine

Base Information

Chemical Name:(4S,6S)-4-(5-bromo-2,4-difluorophenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-amine
CAS No.:1616100-64-1
Molecular Formula:C₁₆H₁₆BrF₂N₃OS
Molecular Weight:416.289
Hs Code.:

Synonyms:(4S,6S)-4-(5-bromo-2,4-difluorophenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-amine

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Chemical Property of (4S,6S)-4-(5-bromo-2,4-difluorophenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-amine

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Technology Process of (4S,6S)-4-(5-bromo-2,4-difluorophenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-amine

There total 11 articles about (4S,6S)-4-(5-bromo-2,4-difluorophenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-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: 48.7%

: N-(((2S,4R)-2-(5-bromo-2,4-difluorophenyl)-4-(3,5-dimethylisoxazol-4-yl)-4-hydroxybutan-2-yl)carbamothioyl)benzamide

: 1616100-64-1
(4S,6S)-4-(5-bromo-2,4-difluorophenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-amine

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; at 100 ℃; Inert atmosphere;
DOI:10.1021/acsmedchemlett.5b00432

Reference yield: 41.0%

: 1616100-63-0
N-((2S)-2-(5-bromo-2,4-difluorophenyl)-4-(3,5-dimethylisoxazol-4-yl)-4-hydroxybutan-2-ylcarbamothioyl)benzamide

: 1616100-64-1
(4S,6S)-4-(5-bromo-2,4-difluorophenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-amine

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; at 95 ℃; for 3h;

Reference yield:

: 864773-64-8
1-(5-bromo-2,4-difluorophenyl)ethan-1-one

: 1616100-64-1
(4S,6S)-4-(5-bromo-2,4-difluorophenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-amine

Guidance literature:: Multi-step reaction with 6 steps

1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 48 h / 65 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere

2.2: 1.5 h / -78 - 40 °C / Inert atmosphere

3.1: lithium tri-t-butoxyaluminum hydride / diethyl ether; toluene / 1.17 h / -78 - -20 °C / Inert atmosphere

4.1: hydrogenchloride / methanol; 1,4-dioxane / 0.5 h / 20 °C / Inert atmosphere

5.1: dichloromethane / 0.5 h / 20 °C / Inert atmosphere

6.1: hydrogenchloride / 1,4-dioxane / 100 °C / Inert atmosphere

With hydrogenchloride; titanium(IV) tetraethanolate; n-butyllithium; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1021/acsmedchemlett.5b00432