ethyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-4-(2-nitrophenyl)-1H-imidazole-5-carboxylate

Base Information

Chemical Name:ethyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-4-(2-nitrophenyl)-1H-imidazole-5-carboxylate
CAS No.:1349877-43-5
Molecular Formula:C₂₉H₃₄ClN₅O₆
Molecular Weight:584.072
Hs Code.:

Synonyms:ethyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-4-(2-nitrophenyl)-1H-imidazole-5-carboxylate

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Chemical Property of ethyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-4-(2-nitrophenyl)-1H-imidazole-5-carboxylate

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Technology Process of ethyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-4-(2-nitrophenyl)-1H-imidazole-5-carboxylate

There total 7 articles about ethyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-4-(2-nitrophenyl)-1H-imidazole-5-carboxylate 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: 40.0%

: 853068-55-0
ethyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-4-iodo-1H-imidazole-5-carboxylate

: 190788-59-1
2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene

: 1349877-43-5
ethyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-4-(2-nitrophenyl)-1H-imidazole-5-carboxylate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; water; Reflux;
DOI:10.1016/j.tet.2011.10.015

Reference yield: 24.0%

: 853068-55-0
ethyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-4-iodo-1H-imidazole-5-carboxylate

: 5570-19-4
2-nitrophenylboronic acid

: 1349877-43-5
ethyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-4-(2-nitrophenyl)-1H-imidazole-5-carboxylate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; water; Reflux;
DOI:10.1016/j.tet.2011.10.015

Reference yield:

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

: 1349877-43-5
ethyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-4-(2-nitrophenyl)-1H-imidazole-5-carboxylate

Guidance literature:: Multi-step reaction with 5 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: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane; water / Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; diiodomethane; sodium hydride; sodium carbonate; potassium carbonate; isopentyl nitrite; In tetrahydrofuran; 1,2-dimethoxyethane; water; isopropyl alcohol; toluene; acetonitrile; mineral oil; 4.1: Sandmeyer reaction / 5.1: Suzuki-Miyaura coupling;
DOI:10.1016/j.tet.2011.10.015