tert-butyl ((1r,3r)-3-hydroxy-3-methyl-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclobutyl)carbamate

Base Information

Chemical Name:tert-butyl ((1r,3r)-3-hydroxy-3-methyl-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclobutyl)carbamate
CAS No.:1245770-25-5
Molecular Formula:C₂₂H₃₄BNO₅
Molecular Weight:403.327
Hs Code.:

Synonyms:tert-butyl ((1r,3r)-3-hydroxy-3-methyl-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclobutyl)carbamate

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Chemical Property of tert-butyl ((1r,3r)-3-hydroxy-3-methyl-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclobutyl)carbamate

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Technology Process of tert-butyl ((1r,3r)-3-hydroxy-3-methyl-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclobutyl)carbamate

There total 10 articles about tert-butyl ((1r,3r)-3-hydroxy-3-methyl-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclobutyl)carbamate 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: 80.0%

: 1247898-38-9
tert-butyl trans-1-(4-bromophenyl)-3-hydroxy-3-methylcyclobutylcarbamate

: 73183-34-3
bis(pinacol)diborane

: 1245770-25-5
tert-butyl ((1r,3r)-3-hydroxy-3-methyl-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclobutyl)carbamate

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In N,N-dimethyl-formamide; at 80 ℃; for 5h; Inert atmosphere;

Reference yield:

: 1402603-96-6
trans-1-(4-bromophenyl)-3-hydroxy-3-methylcyclobutanecarboxylic acid

: 1245770-25-5
tert-butyl ((1r,3r)-3-hydroxy-3-methyl-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclobutyl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: diphenyl phosphoryl azide; triethylamine / 1,4-dioxane / 2 h / 80 °C

1.2: 2 h / 20 °C / Cooling with ice

2.1: 1,4-dioxane / 3 h / 70 °C

3.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 5 h / 80 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; diphenyl phosphoryl azide; potassium acetate; triethylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

Reference yield:

: 1364663-42-2
methyl 1-(4-bromophenyl)-3-oxocyclobutane-1-carboxylate

: 1245770-25-5
tert-butyl ((1r,3r)-3-hydroxy-3-methyl-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclobutyl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 2.25 h / -40 - 0 °C

1.2: 20 °C

2.1: diphenyl phosphoryl azide; triethylamine / 1,4-dioxane / 2 h / 80 °C

2.2: 2 h / 20 °C / Cooling with ice

3.1: 1,4-dioxane / 3 h / 70 °C

4.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 5 h / 80 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; diphenyl phosphoryl azide; potassium acetate; triethylamine; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;