4-((8-azabicyclo[3.2.1]octan-3-yloxy)methyl)-5-cyclopropyl-3-(2-(trifluoromethyl)phenyl)isoxazole

Base Information

Chemical Name:4-((8-azabicyclo[3.2.1]octan-3-yloxy)methyl)-5-cyclopropyl-3-(2-(trifluoromethyl)phenyl)isoxazole
CAS No.:1383822-34-1
Molecular Formula:C₂₁H₂₃F₃N₂O₂
Molecular Weight:392.421
Hs Code.:

Synonyms:4-((8-azabicyclo[3.2.1]octan-3-yloxy)methyl)-5-cyclopropyl-3-(2-(trifluoromethyl)phenyl)isoxazole

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Chemical Property of 4-((8-azabicyclo[3.2.1]octan-3-yloxy)methyl)-5-cyclopropyl-3-(2-(trifluoromethyl)phenyl)isoxazole

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Technology Process of 4-((8-azabicyclo[3.2.1]octan-3-yloxy)methyl)-5-cyclopropyl-3-(2-(trifluoromethyl)phenyl)isoxazole

There total 7 articles about 4-((8-azabicyclo[3.2.1]octan-3-yloxy)methyl)-5-cyclopropyl-3-(2-(trifluoromethyl)phenyl)isoxazole 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:

: C₂₆H₃₁F₃N₂O₄

: 1383822-34-1
4-((8-azabicyclo[3.2.1]octan-3-yloxy)methyl)-5-cyclopropyl-3-(2-(trifluoromethyl)phenyl)isoxazole

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/acs.jmedchem.7b00907

Reference yield:

: 74467-00-8
N-[[2-(trifluoromethyl)phenyl]methylidene]hydroxylamine

: 1383822-34-1
4-((8-azabicyclo[3.2.1]octan-3-yloxy)methyl)-5-cyclopropyl-3-(2-(trifluoromethyl)phenyl)isoxazole

Guidance literature:: Multi-step reaction with 6 steps

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

2.1: potassium carbonate / tetrahydrofuran / 0.08 h / -10 °C

2.2: -5 - 35 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / -10 °C / Inert atmosphere

4.1: triphenylphosphine / dichloromethane

4.2: 1 h

5.1: potassium tert-butylate; 18-crown-6 ether / tetrahydrofuran / 1 h / Inert atmosphere

5.2: Inert atmosphere

6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With N-chloro-succinimide; lithium aluminium tetrahydride; 18-crown-6 ether; potassium tert-butylate; potassium carbonate; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.7b00907

Reference yield:

: 5-cyclopropyl-3-(2-(trifluoromethyl)phenyl)isoxazole-4-carboxylic acid methyl ester

: 1383822-34-1
4-((8-azabicyclo[3.2.1]octan-3-yloxy)methyl)-5-cyclopropyl-3-(2-(trifluoromethyl)phenyl)isoxazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / -10 °C / Inert atmosphere

2.1: triphenylphosphine / dichloromethane

2.2: 1 h

3.1: potassium tert-butylate; 18-crown-6 ether / tetrahydrofuran / 1 h / Inert atmosphere

3.2: Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With lithium aluminium tetrahydride; 18-crown-6 ether; potassium tert-butylate; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/acs.jmedchem.7b00907