(1R,3S,5S)-3-({5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl}methoxy)-8-azabicyclo[3.2.1]octane

Base Information

Chemical Name:(1R,3S,5S)-3-({5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl}methoxy)-8-azabicyclo[3.2.1]octane
CAS No.:1383822-31-8
Molecular Formula:C₂₁H₂₃F₃N₂O₃
Molecular Weight:408.42
Hs Code.:

Synonyms:(1R,3S,5S)-3-({5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl}methoxy)-8-azabicyclo[3.2.1]octane

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Chemical Property of (1R,3S,5S)-3-({5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl}methoxy)-8-azabicyclo[3.2.1]octane

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Technology Process of (1R,3S,5S)-3-({5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl}methoxy)-8-azabicyclo[3.2.1]octane

There total 11 articles about (1R,3S,5S)-3-({5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl}methoxy)-8-azabicyclo[3.2.1]octane 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: 94.0%

: tert-butyl (1R,3R,5S)-3-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)-isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octane-8-carboxylate

: 1383822-31-8
(1R,3S,5S)-3-({5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl}methoxy)-8-azabicyclo[3.2.1]octane

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

Reference yield: 81.0%

: tert-butyl (1R,3r,5S)-3-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octane-8-carboxylate

: 1383822-31-8
(1R,3S,5S)-3-({5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl}methoxy)-8-azabicyclo[3.2.1]octane

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20 - 30 ℃;

Reference yield:

: 94651-33-9
2-(trifluoromethoxy)benzaldehyde

: 1383822-31-8
(1R,3S,5S)-3-({5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl}methoxy)-8-azabicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydroxide; hydroxylamine hydrochloride / water; ethanol / 1 h / 0 - 20 °C

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

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

3.2: -5 - 35 °C

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

5.1: triphenylphosphine / dichloromethane

5.2: 1 h

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

6.2: Inert atmosphere

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

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