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

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Chemical Name:benzyl 2-(4-(4-(5-aminopyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate
CAS No.:1477524-36-9
Molecular Formula:C₂₇H₂₈N₂O₃
Molecular Weight:428.531
Hs Code.:

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

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

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

There total 8 articles about benzyl 2-(4-(4-(5-aminopyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-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: 43.0%

: 1477524-10-9
methyl 2-(4-(4-(5-aminopyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

: 100-51-6,185532-71-2
benzyl alcohol

: 1477524-36-9
benzyl 2-(4-(4-(5-aminopyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

Guidance literature:: With titanium(IV) isopropylate; In neat (no solvent); at 130 ℃; Molecular sieve;

Reference yield:

: 1477524-04-1
methyl 8-(4-bromophenyl)-1,4-dioxaspiro[4.5]decane-8-carboxylate

: 1477524-36-9
benzyl 2-(4-(4-(5-aminopyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

Guidance literature:: Multi-step reaction with 7 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

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

Reference yield:

: 1477524-05-2
(8-(4-bromophenyl)-1,4-dioxaspiro[4.5]decan-8-yl)methanol

: 1477524-36-9
benzyl 2-(4-(4-(5-aminopyridin-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate

Guidance literature:: Multi-step reaction with 6 steps

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

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

2.2: 20 °C

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

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

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

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

With titanium(IV) isopropylate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium hydride; sodium carbonate; toluene-4-sulfonic acid; In 1,4-dioxane; methanol; water; acetone; 2.1: |Wittig Olefination / 2.2: |Wittig Olefination / 4.1: |Suzuki Coupling;