(3aR,6aR)-5-methyl-1-(4-(4,4,5,5-tetramethyl-1,3-dioxaborolan-2-yl)-phenyl)-octahydro-pyrrolo[3,4-b]pyrrole

Base Information

Chemical Name:(3aR,6aR)-5-methyl-1-(4-(4,4,5,5-tetramethyl-1,3-dioxaborolan-2-yl)-phenyl)-octahydro-pyrrolo[3,4-b]pyrrole
CAS No.:948846-79-5
Molecular Formula:C₁₉H₂₉BN₂O₂
Molecular Weight:328.262
Hs Code.:

Synonyms:(3aR,6aR)-5-methyl-1-(4-(4,4,5,5-tetramethyl-1,3-dioxaborolan-2-yl)-phenyl)-octahydro-pyrrolo[3,4-b]pyrrole

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Chemical Property of (3aR,6aR)-5-methyl-1-(4-(4,4,5,5-tetramethyl-1,3-dioxaborolan-2-yl)-phenyl)-octahydro-pyrrolo[3,4-b]pyrrole

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Technology Process of (3aR,6aR)-5-methyl-1-(4-(4,4,5,5-tetramethyl-1,3-dioxaborolan-2-yl)-phenyl)-octahydro-pyrrolo[3,4-b]pyrrole

There total 8 articles about (3aR,6aR)-5-methyl-1-(4-(4,4,5,5-tetramethyl-1,3-dioxaborolan-2-yl)-phenyl)-octahydro-pyrrolo[3,4-b]pyrrole 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:

: 948846-62-6
(3aR,6aR)-1-(4-bromo-phenyl)-5-methyl-octahydro-pyrrolo[3,4-b]pyrrole

: 73183-34-3
bis(pinacol)diborane

: 948846-79-5
(3aR,6aR)-5-methyl-1-(4-(4,4,5,5-tetramethyl-1,3-dioxaborolan-2-yl)-phenyl)-octahydro-pyrrolo[3,4-b]pyrrole

Guidance literature:: With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 150 ℃; for 0.25h; Microwave irradiation;

Reference yield:

: 106-37-6
1.4-dibromobenzene

: 948846-79-5
(3aR,6aR)-5-methyl-1-(4-(4,4,5,5-tetramethyl-1,3-dioxaborolan-2-yl)-phenyl)-octahydro-pyrrolo[3,4-b]pyrrole

Guidance literature:: Multi-step reaction with 2 steps

1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis(diphenylphosphino)biphenyl / toluene / 16 h / 70 °C

2: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 0.25 h / 150 °C / Microwave irradiation

With potassium acetate; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 2,2'-bis(diphenylphosphino)biphenyl; In 1,4-dioxane; toluene; 2: Suzuki Coupling;

Reference yield:

: 370882-39-6,180975-51-3
tert-butyl (3AR,6AR)-hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate

: 948846-79-5
(3aR,6aR)-5-methyl-1-(4-(4,4,5,5-tetramethyl-1,3-dioxaborolan-2-yl)-phenyl)-octahydro-pyrrolo[3,4-b]pyrrole

Guidance literature:: Multi-step reaction with 4 steps

1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis(diphenylphosphino)biphenyl / toluene / 0.25 h / 140 °C / Microwave irradiation

2: trifluoroacetic acid / dichloromethane / 2 h / 23 °C

3: sodium cyanoborohydride / methanol; water / 10 h / 23 °C

4: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 0.25 h / 150 °C / Microwave irradiation

With potassium acetate; sodium cyanoborohydride; trifluoroacetic acid; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 2,2'-bis(diphenylphosphino)biphenyl; In 1,4-dioxane; methanol; dichloromethane; water; toluene; 4: Suzuki Coupling;