rac-2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undec-8-en-9-yl)propanoic acid

Base Information

Chemical Name:rac-2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undec-8-en-9-yl)propanoic acid
CAS No.:1599477-78-7
Molecular Formula:C₂₀H₂₃ClF₃NO₃
Molecular Weight:417.856
Hs Code.:

Synonyms:rac-2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undec-8-en-9-yl)propanoic acid

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Chemical Property of rac-2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undec-8-en-9-yl)propanoic acid

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Technology Process of rac-2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undec-8-en-9-yl)propanoic acid

There total 3 articles about rac-2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undec-8-en-9-yl)propanoic acid 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

: 1599477-77-6
(rac) 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undecan-9-yl)propanoic acid

: 1599477-78-7
rac-2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undec-8-en-9-yl)propanoic acid

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;

With water; lithium hydroxide; In tetrahydrofuran; methanol; at 50 ℃;

Reference yield:

: 189333-18-4
3-oxo-9-azaspiro[5.5]undec-4-ene-9-carboxylic acid benzyl ester

: 1599477-77-6
(rac) 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undecan-9-yl)propanoic acid

: 1599477-78-7
rac-2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undec-8-en-9-yl)propanoic acid

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 48 h / 60 °C

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

2.2: SPhos biaryl precatalyst / 24 h / 100 °C / Inert atmosphere

2.3: 50 °C

With palladium on activated charcoal; hydrogen; sodium hydride; In tetrahydrofuran; ethanol;

Reference yield:

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

: 1599477-77-6
(rac) 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undecan-9-yl)propanoic acid

: 1599477-78-7
rac-2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undec-8-en-9-yl)propanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium tert-butylate / tert-butyl methyl ether; isopropyl alcohol / 2 h / 10 - 30 °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: SPhos biaryl precatalyst / 24 h / 100 °C / Inert atmosphere

3.3: 50 °C

With palladium on activated charcoal; potassium tert-butylate; hydrogen; sodium hydride; In tetrahydrofuran; ethanol; tert-butyl methyl ether; isopropyl alcohol;