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

Base Information

Chemical Name:ethyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-4-iodo-1H-imidazole-5-carboxylate
CAS No.:853068-55-0
Molecular Formula:C₂₃H₃₀ClIN₄O₄
Molecular Weight:588.873
Hs Code.:

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

There total 5 articles about ethyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-4-iodo-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: 53.0%

: 791076-21-6
ethyl 4-amino-2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-1H-imidazole-5-carboxylate

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

Guidance literature:: With diiodomethane; isopentyl nitrite; In toluene; at 80 ℃; for 9h;
DOI:10.1016/j.tet.2011.10.015

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

With diiodomethane; sodium hydride; potassium carbonate; isopentyl nitrite; In tetrahydrofuran; isopropyl alcohol; toluene; acetonitrile; mineral oil; 4.1: Sandmeyer reaction;
DOI:10.1016/j.tet.2011.10.015

Reference yield:

: 1349877-39-9,791076-27-2
ethyl N-[(E)-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}(cyanoimino)methyl]glycinate

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

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

With diiodomethane; sodium hydride; potassium carbonate; isopentyl nitrite; In tetrahydrofuran; toluene; acetonitrile; mineral oil; 3: Sandmeyer reaction;
DOI:10.1016/j.tet.2011.10.015