rac-ethyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5 ]undec-9-yl)propanoate

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Chemical Name:rac-ethyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5 ]undec-9-yl)propanoate
CAS No.:1599479-01-2
Molecular Formula:C₂₂H₂₉ClF₃NO₃
Molecular Weight:447.925
Hs Code.:

Synonyms:rac-ethyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5 ]undec-9-yl)propanoate

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Chemical Property of rac-ethyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5 ]undec-9-yl)propanoate

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Technology Process of rac-ethyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5 ]undec-9-yl)propanoate

There total 6 articles about rac-ethyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5 ]undec-9-yl)propanoate 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:

: 468075-00-5
1-bromo-2-chloro-4-(trifluoromethoxy)benzene

: 1599478-98-4
benzyl (1-ethoxy-1-oxopropan-2-ylidene)-3-azaspiro[5.5]undec-7-ene-3-carboxylate

: 1599479-01-2
rac-ethyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5 ]undec-9-yl)propanoate

: 1599479-02-3
rac-ethyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undec-8-en-9-yl)propanoate

Guidance literature:: benzyl (1-ethoxy-1-oxopropan-2-ylidene)-3-azaspiro[5.5]undec-7-ene-3-carboxylate; With palladium on activated charcoal; hydrogen; In ethanol; at 80 ℃;

2-bromo-1-chloro-4-(trifluoromethoxy)benzene; With caesium carbonate; In 1,4-dioxane; at 100 ℃; for 24h; Inert atmosphere;

Reference yield:

: 468075-00-5
1-bromo-2-chloro-4-(trifluoromethoxy)benzene

: 1599478-98-4
benzyl (1-ethoxy-1-oxopropan-2-ylidene)-3-azaspiro[5.5]undec-7-ene-3-carboxylate

: 1599479-01-2
rac-ethyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5 ]undec-9-yl)propanoate

: (rac) ethyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undec-7-en-9-yl)propanoate

Guidance literature:: benzyl (1-ethoxy-1-oxopropan-2-ylidene)-3-azaspiro[5.5]undec-7-ene-3-carboxylate; With palladium on activated charcoal; hydrogen; In ethanol; at 80 ℃;

2-bromo-1-chloro-4-(trifluoromethoxy)benzene; With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; caesium carbonate; In 1,4-dioxane; at 100 ℃; for 24h; Inert atmosphere;
DOI:10.1021/acsmedchemlett.6b00360

Reference yield:

: 138163-08-3
N-(benzyloxycarbonyl)piperidine-4-carboxaldehyde

: 1599479-01-2
rac-ethyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5 ]undec-9-yl)propanoate

: (rac) ethyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undec-7-en-9-yl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium hydroxide / ethanol; water / 1 h / 100 °C

2.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 - 20 °C

2.2: 48 h / 60 °C

3.1: hydrogen; palladium on activated charcoal / ethanol / 80 °C

3.2: 24 h / 100 °C / Inert atmosphere

With palladium on activated charcoal; hydrogen; sodium hydride; potassium hydroxide; In tetrahydrofuran; ethanol; water; 2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/acsmedchemlett.6b00360