2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-8-methyl-3-azaspiro[5.5]undecan-9-yl)acetic acid

Base Information

• Chemical Name: 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-8-methyl-3-azaspiro[5.5]undecan-9-yl)acetic acid
• CAS No.: 1599478-70-2
• Molecular Formula: C₂₀H₂₅ClF₃NO₃
• Molecular Weight: 419.872
• Mol file: 1599478-70-2.mol

Synonyms:2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-8-methyl-3-azaspiro[5.5]undecan-9-yl)acetic acid

Chemical Property of 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-8-methyl-3-azaspiro[5.5]undecan-9-yl)acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-8-methyl-3-azaspiro[5.5]undecan-9-yl)acetic acid

There total 5 articles about 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-8-methyl-3-azaspiro[5.5]undecan-9-yl)acetic 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:

ethyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-8-methyl-3-azaspiro[5.5]undecan-9-yl)acetate (1599479-13-6) → 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-8-methyl-3-azaspiro[5.5]undecan-9-yl)acetic acid (1599478-70-2)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 60 ℃; for 1h;

Reference yield:

benzyl 8-methyl-9-oxo-3-azaspiro[5.5]undecane-3-carboxylate (1599479-09-0) → 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-8-methyl-3-azaspiro[5.5]undecan-9-yl)acetic acid (1599478-70-2)

Guidance literature:

Multi-step reaction with 4 steps

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

1.2: 20 °C

2.1: 20% palladium hydroxide-activated charcoal; hydrogen / ethyl acetate

3.1: chloro(2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl)(2′-amino-1,1′-biphenyl-2-yl)-palladium(II); caesium carbonate / 1,4-dioxane / 100 °C / Microwave irradiation; Inert atmosphere; Sealed tube

4.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1 h / 60 °C

With lithium hydroxide monohydrate; chloro(2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl)(2′-amino-1,1′-biphenyl-2-yl)-palladium(II); 20% palladium hydroxide-activated charcoal; water; hydrogen; sodium hydride; caesium carbonate; In tetrahydrofuran; 1,4-dioxane; methanol; ethyl acetate;

Reference yield:

3-azaspiro[5.5]undecane-3-carboxylic acid, 9-oxo, phenylmethyl ester (1056629-20-9) → 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-8-methyl-3-azaspiro[5.5]undecan-9-yl)acetic acid (1599478-70-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

1.2: 2.5 h / -78 - 20 °C

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

2.2: 20 °C

3.1: 20% palladium hydroxide-activated charcoal; hydrogen / ethyl acetate

4.1: chloro(2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl)(2′-amino-1,1′-biphenyl-2-yl)-palladium(II); caesium carbonate / 1,4-dioxane / 100 °C / Microwave irradiation; Inert atmosphere; Sealed tube

5.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1 h / 60 °C

With lithium hydroxide monohydrate; chloro(2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl)(2′-amino-1,1′-biphenyl-2-yl)-palladium(II); 20% palladium hydroxide-activated charcoal; water; hydrogen; sodium hydride; caesium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; ethyl acetate;

upstream raw materials:

benzyl 8-methyl-9-oxo-3-azaspiro[5.5]undecane-3-carboxylate

3-azaspiro[5.5]undecane-3-carboxylic acid, 9-oxo, phenylmethyl ester

ethyl 2-(8-methyl-3-azaspiro[5.5]undecan-9-yl)acetate

ethyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-8-methyl-3-azaspiro[5.5]undecan-9-yl)acetate

Refernces