GPR120 Compound A

Base Information

• Chemical Name: GPR120 Compound A
• CAS No.: 1599477-75-4
• Molecular Formula: C₁₉H₂₃ClF₃NO₃
• Molecular Weight: 405.845
• Mol file: 1599477-75-4.mol

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

Chemical Property of GPR120 Compound A

Chemical Property:

• Boiling Point: 506.0±50.0 °C(Predicted)
• PKA: 4.68±0.10(Predicted)
• Density: 1.35±0.1 g/cm3(Predicted)
• Solubility.: ≤30mg/ml in ethanol;30mg/ml in DMSO;30mg/ml in dimethyl formamide

Purity/Quality:

97% ^*data from raw suppliers

GPR120CompoundA >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of GPR120 Compound A

There total 6 articles about GPR120 Compound A 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: 91.0%

methyl 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undecan-9-yl)acetate (1599478-97-3) → 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undecan-9-yl)acetic acid (1599477-75-4)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; water; for 24h;

DOI:10.1021/acsmedchemlett.6b00360

Reference yield:

3-oxo-9-azaspiro[5.5]undec-4-ene-9-carboxylic acid benzyl ester (189333-18-4) → 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undecan-9-yl)acetic acid (1599477-75-4)

Guidance literature:

Multi-step reaction with 5 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

5.1: water; lithium hydroxide / tetrahydrofuran; methanol / 20 °C

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

Reference yield:

benzyl 9-(2-methoxy-2-oxoethylidene)-3-azaspiro[5.5]undec-7-ene-3-carboxylate (1599478-96-2) → 2-(3-(2-chloro-5-(trifluoromethoxy)phenyl)-3-azaspiro[5.5]undecan-9-yl)acetic acid (1599477-75-4)

Guidance literature:

Multi-step reaction with 4 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

4: water; lithium hydroxide / tetrahydrofuran; methanol / 20 °C

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

upstream raw materials:

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

N-(benzyloxycarbonyl)piperidine-4-carboxaldehyde

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

tert-butyl 9-(2-methoxy-2-oxoethyl)-3-azaspiro[5.5]undecane-3-carboxylate

Downstream raw materials:

C₁₉H₂₅ClF₃NO₂

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

C₂₀H₂₇ClF₃NO₄S

C₁₉H₂₄ClF₃N₄O

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