tert-butyl {[cis-4-({[(2-phenylquinolin-4-yl)carbonyl]amino}methyl)cyclohexyl]methyl}carbamate

Base Information

Chemical Name:tert-butyl {[cis-4-({[(2-phenylquinolin-4-yl)carbonyl]amino}methyl)cyclohexyl]methyl}carbamate
CAS No.:1312812-80-8
Molecular Formula:C₂₉H₃₅N₃O₃
Molecular Weight:473.615
Hs Code.:

Synonyms:tert-butyl {[cis-4-({[(2-phenylquinolin-4-yl)carbonyl]amino}methyl)cyclohexyl]methyl}carbamate

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Chemical Property of tert-butyl {[cis-4-({[(2-phenylquinolin-4-yl)carbonyl]amino}methyl)cyclohexyl]methyl}carbamate

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Technology Process of tert-butyl {[cis-4-({[(2-phenylquinolin-4-yl)carbonyl]amino}methyl)cyclohexyl]methyl}carbamate

There total 6 articles about tert-butyl {[cis-4-({[(2-phenylquinolin-4-yl)carbonyl]amino}methyl)cyclohexyl]methyl}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:

: tert-butyl {[cis-4-(aminomethyl)cyclohexyl]methyl}carbamate

: 132-60-5
cinchophen

: 1312812-80-8
tert-butyl {[cis-4-({[(2-phenylquinolin-4-yl)carbonyl]amino}methyl)cyclohexyl]methyl}carbamate

Guidance literature:: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In dichloromethane; at 20 ℃; for 15h; Inert atmosphere;
DOI:10.1016/j.bmc.2011.04.014

Reference yield:

: 619-81-8
cis-cyclohexane-1,4-dicarboxylic acid

: 1312812-80-8
tert-butyl {[cis-4-({[(2-phenylquinolin-4-yl)carbonyl]amino}methyl)cyclohexyl]methyl}carbamate

Guidance literature:: Multi-step reaction with 6 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1.5 h / Inert atmosphere; Reflux

2: ammonia / dichloromethane / -78 - 20 °C / Inert atmosphere

3: Burgess Reagent / acetonitrile / 16 h / Inert atmosphere; Reflux

4: ammonia; hydrogen / methanol / 50 °C / 9000.9 Torr / H-Cube_.(R). Continuous-flow Hydrogenation Reactor

5: ethanol / 20 h / Inert atmosphere; Reflux

6: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / dichloromethane / 15 h / 20 °C / Inert atmosphere

With oxalyl dichloride; Burgess Reagent; ammonia; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N,N-dimethyl-formamide; In methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1016/j.bmc.2011.04.014

Reference yield:

: 14571-47-2
(1s,4s)-cyclohexane-1,4-dicarbonyl dichloride

: 1312812-80-8
tert-butyl {[cis-4-({[(2-phenylquinolin-4-yl)carbonyl]amino}methyl)cyclohexyl]methyl}carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: ammonia / dichloromethane / -78 - 20 °C / Inert atmosphere

2: Burgess Reagent / acetonitrile / 16 h / Inert atmosphere; Reflux

3: ammonia; hydrogen / methanol / 50 °C / 9000.9 Torr / H-Cube_.(R). Continuous-flow Hydrogenation Reactor

4: ethanol / 20 h / Inert atmosphere; Reflux

5: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / dichloromethane / 15 h / 20 °C / Inert atmosphere

With Burgess Reagent; ammonia; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1016/j.bmc.2011.04.014