methyl 2-(1-(4'-((5-cyclobutyl-1,3,4-oxadiazol-2-yl)amino)-[1,1'-biphenyl]-4-yl)-2-oxabicyclo[2.2.2]octan-4-yl)acetate

Base Information

Chemical Name:methyl 2-(1-(4'-((5-cyclobutyl-1,3,4-oxadiazol-2-yl)amino)-[1,1'-biphenyl]-4-yl)-2-oxabicyclo[2.2.2]octan-4-yl)acetate
CAS No.:1477524-59-6
Molecular Formula:C₂₈H₃₁N₃O₄
Molecular Weight:473.572
Hs Code.:

Synonyms:methyl 2-(1-(4'-((5-cyclobutyl-1,3,4-oxadiazol-2-yl)amino)-[1,1'-biphenyl]-4-yl)-2-oxabicyclo[2.2.2]octan-4-yl)acetate

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Chemical Property of methyl 2-(1-(4'-((5-cyclobutyl-1,3,4-oxadiazol-2-yl)amino)-[1,1'-biphenyl]-4-yl)-2-oxabicyclo[2.2.2]octan-4-yl)acetate

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Technology Process of methyl 2-(1-(4'-((5-cyclobutyl-1,3,4-oxadiazol-2-yl)amino)-[1,1'-biphenyl]-4-yl)-2-oxabicyclo[2.2.2]octan-4-yl)acetate

There total 9 articles about methyl 2-(1-(4'-((5-cyclobutyl-1,3,4-oxadiazol-2-yl)amino)-[1,1'-biphenyl]-4-yl)-2-oxabicyclo[2.2.2]octan-4-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:

: 1477524-58-5
methyl 2-(1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-2-oxabicyclo[2.2.2]octan-4-yl)acetate

: 1477524-60-9
N-(4-bromophenyl)-5-cyclobutyl-1,3,4-oxadiazol-2-amine

: 1477524-59-6
methyl 2-(1-(4'-((5-cyclobutyl-1,3,4-oxadiazol-2-yl)amino)-[1,1'-biphenyl]-4-yl)-2-oxabicyclo[2.2.2]octan-4-yl)acetate

Guidance literature:: With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In methanol; 1,2-dimethoxyethane; water; at 80 ℃; for 16h; Sealed tube;

Reference yield:

: 1449661-70-4
4-trifluoromethanesulfonyloxycyclohex-3-ene-1,1-dicarboxylic acid diethyl ester

: 1477524-59-6
methyl 2-(1-(4'-((5-cyclobutyl-1,3,4-oxadiazol-2-yl)amino)-[1,1'-biphenyl]-4-yl)-2-oxabicyclo[2.2.2]octan-4-yl)acetate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 3,3-Dimethylbut-1-yne; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium phosphate / 1,2-dimethoxyethane; ethanol / 16 h / 80 °C / Inert atmosphere; Sealed tube

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / -78 - 20 °C

3.1: N-Bromosuccinimide / dichloromethane; tetrahydrofuran / 1 h / 0 - 20 °C

4.1: Dess-Martin periodane / dichloromethane / 1.5 h / -78 - 20 °C

5.1: potassium tert-butylate / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

5.2: 0.17 h / 20 °C

6.1: pyridinium chlorochromate / dichloromethane; tetrahydrofuran / 62 h / 20 °C

7.1: chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); potassium acetate; XPhos / 1,4-dioxane / 16 h / 102 °C / Sealed tube; Inert atmosphere

8.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium phosphate / water; methanol; 1,2-dimethoxyethane / 16 h / 80 °C / Sealed tube

With potassium phosphate; N-Bromosuccinimide; lithium aluminium tetrahydride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 3,3-Dimethylbut-1-yne; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); potassium tert-butylate; potassium acetate; Dess-Martin periodane; pyridinium chlorochromate; XPhos; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; 1.1: |Suzuki Coupling / 5.1: |Wittig Olefination / 5.2: |Wittig Olefination / 7.1: |Suzuki Coupling;

Reference yield:

: 55704-60-4
4-oxo-cyclohexane-1,1-dicarboxylic acid diethyl ester

: 1477524-59-6
methyl 2-(1-(4'-((5-cyclobutyl-1,3,4-oxadiazol-2-yl)amino)-[1,1'-biphenyl]-4-yl)-2-oxabicyclo[2.2.2]octan-4-yl)acetate

Guidance literature:: Multi-step reaction with 9 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.53 h / -78 - 20 °C / Inert atmosphere

1.2: 2 h / 20 °C

2.1: 3,3-Dimethylbut-1-yne; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium phosphate / 1,2-dimethoxyethane; ethanol / 16 h / 80 °C / Inert atmosphere; Sealed tube

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / -78 - 20 °C

4.1: N-Bromosuccinimide / dichloromethane; tetrahydrofuran / 1 h / 0 - 20 °C

5.1: Dess-Martin periodane / dichloromethane / 1.5 h / -78 - 20 °C

6.1: potassium tert-butylate / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

6.2: 0.17 h / 20 °C

7.1: pyridinium chlorochromate / dichloromethane; tetrahydrofuran / 62 h / 20 °C

8.1: chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); potassium acetate; XPhos / 1,4-dioxane / 16 h / 102 °C / Sealed tube; Inert atmosphere

9.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium phosphate / water; methanol; 1,2-dimethoxyethane / 16 h / 80 °C / Sealed tube

With potassium phosphate; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 3,3-Dimethylbut-1-yne; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); potassium tert-butylate; potassium acetate; Dess-Martin periodane; diisopropylamine; pyridinium chlorochromate; XPhos; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; water; 2.1: |Suzuki Coupling / 6.1: |Wittig Olefination / 6.2: |Wittig Olefination / 8.1: |Suzuki Coupling;