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

Base Information

Chemical Name:methyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undecan-9-yl)acetate
CAS No.:1599478-97-3
Molecular Formula:C₂₀H₂₅ClF₃NO₃
Molecular Weight:419.872
Hs Code.:

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

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

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

There total 5 articles about methyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undecan-9-yl)acetate 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: 83.0%

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

: 1017623-70-9
methyl 2-(3-azaspiro[5.5]undecan-9-yl)acetate

: 1599478-97-3
methyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undecan-9-yl)acetate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; for 16h; Inert atmosphere; Heating;
DOI:10.1021/acsmedchemlett.6b00360

Reference yield:

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

: 1599478-97-3
methyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undecan-9-yl)acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / 1.5 h / 0 - 30 °C / Inert atmosphere

1.2: 40 - 50 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 35 - 40 °C / 2585.81 Torr

3.1: methanol; hydrogenchloride / 1,4-dioxane / 3 h / 20 °C

4.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; caesium carbonate / 1,4-dioxane / 36 h / 100 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; methanol; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; sodium hydride; caesium carbonate; In tetrahydrofuran; 1,4-dioxane; methanol;

Reference yield:

: 1599478-96-2
benzyl 9-(2-methoxy-2-oxoethylidene)-3-azaspiro[5.5]undec-7-ene-3-carboxylate

: 1599478-97-3
methyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undecan-9-yl)acetate

Guidance literature:: Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 35 - 40 °C / 2585.81 Torr

2: methanol; hydrogenchloride / 1,4-dioxane / 3 h / 20 °C

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; caesium carbonate / 1,4-dioxane / 36 h / 100 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; methanol; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; caesium carbonate; In 1,4-dioxane; methanol;