tert-butyl [(3R)-1-{5-[(2-bromophenyl)(methyl)carbamoyl]-1-(2-chlorobenzyl)-1H-imidazol-2-yl}piperidin-3-yl]carbamate

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Chemical Name:tert-butyl [(3R)-1-{5-[(2-bromophenyl)(methyl)carbamoyl]-1-(2-chlorobenzyl)-1H-imidazol-2-yl}piperidin-3-yl]carbamate
CAS No.:1349877-55-9
Molecular Formula:C₂₈H₃₃BrClN₅O₃
Molecular Weight:602.959
Hs Code.:

Synonyms:tert-butyl [(3R)-1-{5-[(2-bromophenyl)(methyl)carbamoyl]-1-(2-chlorobenzyl)-1H-imidazol-2-yl}piperidin-3-yl]carbamate

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Chemical Property of tert-butyl [(3R)-1-{5-[(2-bromophenyl)(methyl)carbamoyl]-1-(2-chlorobenzyl)-1H-imidazol-2-yl}piperidin-3-yl]carbamate

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Technology Process of tert-butyl [(3R)-1-{5-[(2-bromophenyl)(methyl)carbamoyl]-1-(2-chlorobenzyl)-1H-imidazol-2-yl}piperidin-3-yl]carbamate

There total 10 articles about tert-butyl [(3R)-1-{5-[(2-bromophenyl)(methyl)carbamoyl]-1-(2-chlorobenzyl)-1H-imidazol-2-yl}piperidin-3-yl]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: 66.0%

: 1349877-52-6
tert-butyl [(3R)-1-{5-[(2-bromophenyl)carbamoyl]-1-(2-chlorobenzyl)-1H-imidazol-2-yl}piperidin-3-yl]carbamate

: 74-88-4
methyl iodide

: 1349877-55-9
tert-butyl [(3R)-1-{5-[(2-bromophenyl)(methyl)carbamoyl]-1-(2-chlorobenzyl)-1H-imidazol-2-yl}piperidin-3-yl]carbamate

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 40 ℃; for 12h;
DOI:10.1016/j.tet.2011.10.015

Reference yield:

: 309956-78-3,172603-05-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 1349877-55-9
tert-butyl [(3R)-1-{5-[(2-bromophenyl)(methyl)carbamoyl]-1-(2-chlorobenzyl)-1H-imidazol-2-yl}piperidin-3-yl]carbamate

Guidance literature:: Multi-step reaction with 9 steps

1.1: isopropyl alcohol / 2.5 h / 20 °C

1.2: 6 h / 0 - 80 °C

2.1: potassium carbonate / acetonitrile / 72 h / 40 °C

3.1: sodium hydride / tetrahydrofuran; mineral oil / 2.5 h / 0 - 15 °C

4.1: diiodomethane; isopentyl nitrite / toluene / 9 h / 80 °C

5.1: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C

6.1: sodium hydroxide / tetrahydrofuran; ethanol / 5 h / 80 °C

7.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 2 h / 20 °C

8.1: N-ethyl-N,N-diisopropylamine / toluene / 4 h / 100 °C

9.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 40 °C

With oxalyl dichloride; diiodomethane; palladium 10% on activated carbon; hydrogen; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; isopentyl nitrite; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; toluene; acetonitrile; mineral oil; 4.1: Sandmeyer reaction;
DOI:10.1016/j.tet.2011.10.015

Reference yield:

: 1349877-51-5
2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-1H-imidazole-5-carboxylic acid

: 1349877-55-9
tert-butyl [(3R)-1-{5-[(2-bromophenyl)(methyl)carbamoyl]-1-(2-chlorobenzyl)-1H-imidazol-2-yl}piperidin-3-yl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 2 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / toluene / 4 h / 100 °C

3: potassium carbonate / N,N-dimethyl-formamide / 12 h / 40 °C

With oxalyl dichloride; potassium carbonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2011.10.015