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

Base Information

Chemical Name:tert-butyl ((2S,4R)-2-(5-bromo-2,4-difluorophenyl)-4-(3,5-dimethylisoxazol-4-yl)-4-hydroxybutan-2-yl)carbamate
CAS No.:1616100-60-7
Molecular Formula:C₂₀H₂₅BrF₂N₂O₄
Molecular Weight:475.33
Hs Code.:

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

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Chemical Property of tert-butyl ((2S,4R)-2-(5-bromo-2,4-difluorophenyl)-4-(3,5-dimethylisoxazol-4-yl)-4-hydroxybutan-2-yl)carbamate

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Technology Process of tert-butyl ((2S,4R)-2-(5-bromo-2,4-difluorophenyl)-4-(3,5-dimethylisoxazol-4-yl)-4-hydroxybutan-2-yl)carbamate

There total 7 articles about tert-butyl ((2S,4R)-2-(5-bromo-2,4-difluorophenyl)-4-(3,5-dimethylisoxazol-4-yl)-4-hydroxybutan-2-yl)carbamate 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: 30.0%

: 10558-25-5
4-bromo-3,5-dimethyl-1,2-oxazole

: 1616100-59-4
(S)-tert-butyl (2-(5-bromo-2,4-difluorophenyl)-4-oxobutan-2-yl)carbamate

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

: C₂₀H₂₅BrF₂N₂O₄

Guidance literature:: 4-bromo-3,5-dimethyl-1,2-oxazole; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 1h;

(S)-tert-butyl (2-(5-bromo-2,4-difluorophenyl)-4-oxobutan-2-yl)carbamate; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 1h;

Reference yield:

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

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

: C₂₀H₂₅BrF₂N₂O₄

Guidance literature:: Multi-step reaction with 7 steps

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

2.1: N-ethyl-N,N-diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / -78 °C

2.2: 1 h / -78 °C

2.3: 3 h / -78 °C

3.1: lithium aluminium tetrahydride / diethyl ether; tetrahydrofuran / 1 h / 0 °C

4.1: hydrogenchloride / methanol; 1,4-dioxane / 12 h / 20 °C

5.1: water; 1,4-dioxane / 12 h / 20 °C

6.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C

6.2: 0.5 h / -78 - 20 °C

7.1: n-butyllithium / diethyl ether; hexane / 1 h / -78 °C

7.2: 1 h / -78 °C

With hydrogenchloride; titanium(IV) tetraethanolate; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; hexane; dichloromethane; water;

Reference yield:

: 1346145-52-5
(R,E)-N-(1-(5-bromo-2,4-difluorophenyl)ethylidene)-2-methylpropane-2-sulfinamide

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

: C₂₀H₂₅BrF₂N₂O₄

Guidance literature:: Multi-step reaction with 6 steps

1.1: N-ethyl-N,N-diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / -78 °C

1.2: 1 h / -78 °C

1.3: 3 h / -78 °C

2.1: lithium aluminium tetrahydride / diethyl ether; tetrahydrofuran / 1 h / 0 °C

3.1: hydrogenchloride / methanol; 1,4-dioxane / 12 h / 20 °C

4.1: water; 1,4-dioxane / 12 h / 20 °C

5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C

5.2: 0.5 h / -78 - 20 °C

6.1: n-butyllithium / diethyl ether; hexane / 1 h / -78 °C

6.2: 1 h / -78 °C

With hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; hexane; dichloromethane; water;