2-(4-(4-(5-((5-(tert-butyl)oxazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

Base Information

• Chemical Name: 2-(4-(4-(5-((5-(tert-butyl)oxazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid
• CAS No.: 1477523-94-6
• Molecular Formula: C₂₇H₃₁N₃O₄
• Molecular Weight: 461.561
• Mol file: 1477523-94-6.mol

Synonyms:2-(4-(4-(5-((5-(tert-butyl)oxazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

Chemical Property of 2-(4-(4-(5-((5-(tert-butyl)oxazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-(4-(5-((5-(tert-butyl)oxazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid

There total 10 articles about 2-(4-(4-(5-((5-(tert-butyl)oxazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-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: 31.5%

benzyl 2-(4-(4-(5-((5-(tert-butyl)oxazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate (1477524-37-0) → 2-(4-(4-(5-((5-(tert-butyl)oxazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid (1477523-94-6)

Guidance literature:

With 10% palladium hydroxide on charcoal; hydrogen; In tetrahydrofuran; ethyl acetate; for 3h;

Reference yield:

benzyl 2-(4-(4-(5-aminopyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate (1477524-36-9) → 2-(4-(4-(5-((5-(tert-butyl)oxazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid (1477523-94-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dichloromethane / 0.5 h / 20 °C

1.2: 40 °C

1.3: 40 °C

2.1: 10% palladium hydroxide on charcoal; hydrogen / tetrahydrofuran; ethyl acetate / 3 h

With 10% palladium hydroxide on charcoal; hydrogen; In tetrahydrofuran; dichloromethane; ethyl acetate;

Reference yield:

methyl 8-(4-bromophenyl)-1,4-dioxaspiro[4.5]decane-8-carboxylate (1477524-04-1) → 2-(4-(4-(5-((5-(tert-butyl)oxazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetic acid (1477523-94-6)

Guidance literature:

Multi-step reaction with 9 steps

1.1: diisobutylaluminium hydride / toluene; dichloromethane / 0.5 h / -78 °C

2.1: toluene-4-sulfonic acid / acetone; water / 1 h / 75 °C

3.1: sodium hydride / methanol / 0.5 h / 20 °C

3.2: 20 °C

4.1: sodium hydride / 1,4-dioxane / 0.67 h / 20 - 100 °C / Cooling with ice

5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 80 °C / Inert atmosphere

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane / 0.83 h / 120 °C / Microwave irradiation

7.1: titanium(IV) isopropylate / neat (no solvent) / 130 °C / Molecular sieve

8.1: dichloromethane / 0.5 h / 20 °C

8.2: 40 °C

8.3: 40 °C

9.1: 10% palladium hydroxide on charcoal; hydrogen / tetrahydrofuran; ethyl acetate / 3 h

With titanium(IV) isopropylate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 10% palladium hydroxide on charcoal; hydrogen; potassium acetate; sodium hydride; diisobutylaluminium hydride; sodium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; acetone; toluene; 3.1: |Wittig Olefination / 3.2: |Wittig Olefination / 5.1: |Suzuki Coupling;

upstream raw materials:

methyl 8-(4-bromophenyl)-1,4-dioxaspiro[4.5]decane-8-carboxylate

benzyl 2-(4-(4-(5-aminopyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

benzyl 2-(4-(4-(5-((5-(tert-butyl)oxazol-2-yl)amino)pyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

(8-(4-bromophenyl)-1,4-dioxaspiro[4.5]decan-8-yl)methanol