tert-butyl ({trans-4-[({[2-(4-{2-[3-hydroxyazetidin-1-yl]ethyl}piperidin-1-yl)quinolin-4-yl]carbonyl}amino)methyl]cyclohexyl}methyl)carbamate

Base Information

Chemical Name:tert-butyl ({trans-4-[({[2-(4-{2-[3-hydroxyazetidin-1-yl]ethyl}piperidin-1-yl)quinolin-4-yl]carbonyl}amino)methyl]cyclohexyl}methyl)carbamate
CAS No.:1165799-46-1
Molecular Formula:C₃₃H₄₉N₅O₄
Molecular Weight:579.783
Hs Code.:

Synonyms:tert-butyl ({trans-4-[({[2-(4-{2-[3-hydroxyazetidin-1-yl]ethyl}piperidin-1-yl)quinolin-4-yl]carbonyl}amino)methyl]cyclohexyl}methyl)carbamate

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Chemical Property of tert-butyl ({trans-4-[({[2-(4-{2-[3-hydroxyazetidin-1-yl]ethyl}piperidin-1-yl)quinolin-4-yl]carbonyl}amino)methyl]cyclohexyl}methyl)carbamate

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Technology Process of tert-butyl ({trans-4-[({[2-(4-{2-[3-hydroxyazetidin-1-yl]ethyl}piperidin-1-yl)quinolin-4-yl]carbonyl}amino)methyl]cyclohexyl}methyl)carbamate

There total 5 articles about tert-butyl ({trans-4-[({[2-(4-{2-[3-hydroxyazetidin-1-yl]ethyl}piperidin-1-yl)quinolin-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: 64.0%

: 1165800-37-2
C₃₀H₄₂N₄O₄

: 18621-18-6
azetion-3-ol hydrochloride

: 1165799-46-1
tert-butyl ({trans-4-[({[2-(4-{2-[3-hydroxyazetidin-1-yl]ethyl}piperidin-1-yl)quinolin-4-yl]carbonyl}amino)methyl]cyclohexyl}methyl)carbamate

Guidance literature:: C₃₀H₄₂N₄O₄; azetion-3-ol hydrochloride; With triethylamine; In ethanol; at 20 ℃; for 0.0833333h; Inert atmosphere;

With sodium tris(acetoxy)borohydride; In ethanol; at 120 ℃; for 0.166667h; Inert atmosphere; Microwave irradiation;
DOI:10.1016/j.bmc.2011.04.014

Reference yield:

: 1165799-02-9
tert-butyl [(trans-4-{[({2-[4-(2-hydroxyethyl)piperidin-1-yl]quinolin-4-yl}carbonyl)amino]methyl}cyclohexyl)methyl]carbamate

: 1165799-46-1
tert-butyl ({trans-4-[({[2-(4-{2-[3-hydroxyazetidin-1-yl]ethyl}piperidin-1-yl)quinolin-4-yl]carbonyl}amino)methyl]cyclohexyl}methyl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 - 20 °C

2.1: triethylamine / ethanol / 0.08 h / 20 °C / Inert atmosphere

2.2: 0.17 h / 120 °C / Inert atmosphere; Microwave irradiation

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In ethanol; dichloromethane; 1.1: Swern oxidation / 1.2: Swern oxidation;
DOI:10.1016/j.bmc.2011.04.014

Reference yield:

: 1165797-46-5
tert-butyl {[trans-4-({[(2-chloroquinolin-4-yl)carbonyl]amino}methyl)cyclohexyl]methyl}carbamate

: 1165799-46-1
tert-butyl ({trans-4-[({[2-(4-{2-[3-hydroxyazetidin-1-yl]ethyl}piperidin-1-yl)quinolin-4-yl]carbonyl}amino)methyl]cyclohexyl}methyl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / 0.5 h / 130 °C / Inert atmosphere; Microwave irradiation

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 - 20 °C

3.1: triethylamine / ethanol / 0.08 h / 20 °C / Inert atmosphere

3.2: 0.17 h / 120 °C / Inert atmosphere; Microwave irradiation

With pyridine; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In ethanol; dichloromethane; 2.1: Swern oxidation / 2.2: Swern oxidation;
DOI:10.1016/j.bmc.2011.04.014