(1R,3S)-3-amino-3-(5-bromo-2,4-difluorophenyl)-1-(3,5-dimethylisoxazol-4-yl)butan-1-ol

Base Information

Chemical Name:(1R,3S)-3-amino-3-(5-bromo-2,4-difluorophenyl)-1-(3,5-dimethylisoxazol-4-yl)butan-1-ol
CAS No.:1585971-22-7
Molecular Formula:C₁₅H₁₇BrF₂N₂O₂
Molecular Weight:375.213
Hs Code.:

Synonyms:(1R,3S)-3-amino-3-(5-bromo-2,4-difluorophenyl)-1-(3,5-dimethylisoxazol-4-yl)butan-1-ol

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Chemical Property of (1R,3S)-3-amino-3-(5-bromo-2,4-difluorophenyl)-1-(3,5-dimethylisoxazol-4-yl)butan-1-ol

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Technology Process of (1R,3S)-3-amino-3-(5-bromo-2,4-difluorophenyl)-1-(3,5-dimethylisoxazol-4-yl)butan-1-ol

There total 14 articles about (1R,3S)-3-amino-3-(5-bromo-2,4-difluorophenyl)-1-(3,5-dimethylisoxazol-4-yl)butan-1-ol 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%

: 1616100-60-7
tert-butyl ((2S,4R)-2-(5-bromo-2,4-difluorophenyl)-4-(3,5-dimethylisoxazol-4-yl)-4-hydroxybutan-2-yl)carbamate

: 1585971-22-7
(1R,3S)-3-amino-3-(5-bromo-2,4-difluorophenyl)-1-(3,5-dimethylisoxazol-4-yl)butan-1-ol

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

: 35166-20-2
1-(3,5-dimethyl-1,2-oxazol-4-yl)ethanone

: 1585971-22-7
(1R,3S)-3-amino-3-(5-bromo-2,4-difluorophenyl)-1-(3,5-dimethylisoxazol-4-yl)butan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / 0.33 h / -78 °C

1.2: 1.42 h / -78 - -40 °C

2.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran; diethyl ether / 1.17 h / -78 °C / Cooling

3.1: hydrogenchloride / methanol; 1,4-dioxane / 0.17 h / 20 °C

With hydrogenchloride; n-butyllithium; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether;
DOI:10.1016/j.tetlet.2014.02.053

Reference yield:

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

: 1585971-22-7
(1R,3S)-3-amino-3-(5-bromo-2,4-difluorophenyl)-1-(3,5-dimethylisoxazol-4-yl)butan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

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

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

2.2: 1.5 h / -78 - -40 °C

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

4.1: hydrogenchloride / methanol; 1,4-dioxane / 0.17 h / 20 °C

With hydrogenchloride; titanium(IV) tetraethanolate; n-butyllithium; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; toluene;