tert-butyl 4-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)piperidine-1-carboxylate
• CAS No.: 1383740-02-0
• Molecular Formula: C₂₄H₂₉F₃N₂O₅
• Molecular Weight: 482.5
• Mol file: 1383740-02-0.mol

Synonyms:tert-butyl 4-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)piperidine-1-carboxylate

Chemical Property of tert-butyl 4-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)piperidine-1-carboxylate

There total 8 articles about tert-butyl 4-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)piperidine-1-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: 50.0%

4-(bromomethyl)-5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazole (946427-86-7) + t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2) → tert-butyl 4-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)piperidine-1-carboxylate (1383740-02-0)

Guidance literature:

With 18-crown-6 ether; potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112910

Reference yield:

2-(trifluoromethoxy)benzaldehyde (94651-33-9) → tert-butyl 4-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)piperidine-1-carboxylate (1383740-02-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: hydroxylamine hydrochloride; sodium hydroxide / ethanol; water / 1 h / 20 °C

2.1: N-chloro-succinimide / N,N-dimethyl-formamide / 1 h / 20 - 25 °C

3.1: potassium carbonate / tetrahydrofuran / 0.5 h / -10 °C

3.2: 6 h / -5 - 35 °C

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / -10 °C / Inert atmosphere

5.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 1 h

6.1: potassium tert-butylate; 18-crown-6 ether / tetrahydrofuran / Inert atmosphere

With N-chloro-succinimide; lithium aluminium tetrahydride; 18-crown-6 ether; carbon tetrabromide; hydroxylamine hydrochloride; potassium tert-butylate; potassium carbonate; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

methyl 5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazole-4-carboxylate (1103500-32-8) → tert-butyl 4-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)piperidine-1-carboxylate (1383740-02-0)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / -10 °C / Inert atmosphere

2: carbon tetrabromide; triphenylphosphine / dichloromethane / 1 h

3: potassium tert-butylate; 18-crown-6 ether / tetrahydrofuran / Inert atmosphere

With lithium aluminium tetrahydride; 18-crown-6 ether; carbon tetrabromide; potassium tert-butylate; triphenylphosphine; In tetrahydrofuran; dichloromethane;

upstream raw materials:

2-(trifluoromethoxy)benzaldehyde

4-(bromomethyl)-5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazole

t-butyl 4-hydroxy piperidine-1-carboxylate

methyl 5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazole-4-carboxylate

Downstream raw materials:

5-cyclopropyl-4-((piperidin-4-yloxy)methyl)-3-(2-(trifluoromethoxy)phenyl)isoxazole

4-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)piperidine-1-carbonitrile

(E)-4-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)-N'-hydroxypiperidine-1-carboximidamide

methyl 4-((((amino(4-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)piperidin-1-yl)methylene)amino)oxy)carbonyl)benzoate