t-Butyl N-[2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]carbamate

Base Information

Chemical Name:t-Butyl N-[2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]carbamate
CAS No.:478374-60-6
Molecular Formula:C₁₉H₃₀BNO₅
Molecular Weight:363.262
Hs Code.:

Synonyms:t-Butyl N-[2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]carbamate

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Chemical Property of t-Butyl N-[2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]carbamate

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Technology Process of t-Butyl N-[2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]carbamate

There total 2 articles about t-Butyl N-[2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]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: 98.0%

: 334015-82-6
t-Butyl N-(5-bromo-2-methoxybenzyl)carbamate

: 73183-34-3
bis(pinacol)diborane

: 478374-60-6
t-Butyl N-[2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]carbamate

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In dimethyl sulfoxide; at 100 ℃; for 3h; Inert atmosphere;
DOI:10.1055/s-0035-1561346

Reference yield:

: 25016-01-7
5-bromo-2-methoxybenzaldehyde

: 478374-60-6
t-Butyl N-[2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydroxylamine hydrochloride / ethanol / 1 h / 25 °C

1.2: 0.25 h / 25 °C

1.3: 0.25 h / 25 °C

2.1: triethylamine / dichloromethane / 2 h / 25 °C

3.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 3 h / 100 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; hydroxylamine hydrochloride; potassium acetate; triethylamine; In ethanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1055/s-0035-1561346

Reference yield:

: 478374-60-6
t-Butyl N-[2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]carbamate

: tert-butyl (2S,3S)-3-(((4'-cyano-2'-fluoro-4-methoxy-[1,1'-biphenyl]-3-yl)methyl)amino)-2-phenylpiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / 1,4-dioxane / 16 h / 90 °C / Inert atmosphere

2: hydrogenchloride / methanol / 6 h / 25 °C

3: sodium acetate / 1,2-dichloro-ethane / 4 h / 25 °C / Molecular sieve

4: sodium cyanoborohydride / methanol / 0 - 25 °C

With hydrogenchloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium acetate; sodium cyanoborohydride; potassium carbonate; In 1,4-dioxane; methanol; 1,2-dichloro-ethane; 1: |Suzuki Coupling;
DOI:10.1055/s-0035-1561346