(1R,3S,4S)-2-aza-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid 3-[2-(4-bromo-phenyl)-2-oxo-ethyl]ester 2-tert-butyl ester

Base Information

Chemical Name:(1R,3S,4S)-2-aza-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid 3-[2-(4-bromo-phenyl)-2-oxo-ethyl]ester 2-tert-butyl ester
CAS No.:1273592-34-9
Molecular Formula:C₂₀H₂₄BrNO₅
Molecular Weight:438.318
Hs Code.:

Synonyms:(1R,3S,4S)-2-aza-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid 3-[2-(4-bromo-phenyl)-2-oxo-ethyl]ester 2-tert-butyl ester

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Chemical Property of (1R,3S,4S)-2-aza-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid 3-[2-(4-bromo-phenyl)-2-oxo-ethyl]ester 2-tert-butyl ester

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Technology Process of (1R,3S,4S)-2-aza-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid 3-[2-(4-bromo-phenyl)-2-oxo-ethyl]ester 2-tert-butyl ester

There total 7 articles about (1R,3S,4S)-2-aza-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid 3-[2-(4-bromo-phenyl)-2-oxo-ethyl]ester 2-tert-butyl ester 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: 81.0%

: 99-73-0,132309-76-3
para-bromophenacyl bromide

: 134795-25-8,291775-59-2,134877-63-7
(1R,3S,4S)-2-aza-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid 2-tert-butyl ester

: 1273592-34-9
(1R,3S,4S)-2-aza-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid 3-[2-(4-bromo-phenyl)-2-oxo-ethyl]ester 2-tert-butyl ester

Guidance literature:: With triethylamine; In acetonitrile; at 20 ℃; for 0.666667h;

Reference yield:

: 134984-63-7
(1S,3S,4R)-2-((R)-1-phenyl-ethyl)-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid ethyl ester

: 1273592-34-9
(1R,3S,4S)-2-aza-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid 3-[2-(4-bromo-phenyl)-2-oxo-ethyl]ester 2-tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate; hydrogen / palladium on activated charcoal / ethanol / 20 °C / Inert atmosphere

2.1: potassium carbonate; hydrogen / palladium on activated charcoal / ethanol / 20 h / 20 °C / 6000.6 Torr / Inert atmosphere; autoclave

3.1: hydrogenchloride / water / Reflux

4.1: sodium hydroxide / water; methanol / 0 - 20 °C

4.2: pH ~ 3

5.1: N-ethyl-N,N-diisopropylamine / acetonitrile; tetrahydrofuran / 48 h / 20 °C

With hydrogenchloride; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water; acetonitrile;

Reference yield:

: ethyl (1R,3S,4S)-2-[(R)-1-phenylethyl]-2-azabicyclo[2.2.1]heptane-3-carboxylate hydrochloride

: 1273592-34-9
(1R,3S,4S)-2-aza-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid 3-[2-(4-bromo-phenyl)-2-oxo-ethyl]ester 2-tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate; hydrogen / palladium on activated charcoal / ethanol / 20 h / 20 °C / 6000.6 Torr / Inert atmosphere; autoclave

2.1: hydrogenchloride / water / Reflux

3.1: sodium hydroxide / water; methanol / 0 - 20 °C

3.2: pH ~ 3

4.1: N-ethyl-N,N-diisopropylamine / acetonitrile; tetrahydrofuran / 48 h / 20 °C

With hydrogenchloride; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water; acetonitrile;