N-{3-[2-({(2R,S)-2-[8-(benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl]-2-hydroxyethyl}amino)ethyl]phenyl}-N'-(4-fluorobenzyl)urea

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Chemical Name:N-{3-[2-({(2R,S)-2-[8-(benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl]-2-hydroxyethyl}amino)ethyl]phenyl}-N'-(4-fluorobenzyl)urea
CAS No.:1185465-28-4
Molecular Formula:C₃₄H₃₃FN₄O₄
Molecular Weight:580.659
Hs Code.:

Synonyms:N-{3-[2-({(2R,S)-2-[8-(benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl]-2-hydroxyethyl}amino)ethyl]phenyl}-N'-(4-fluorobenzyl)urea

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Chemical Property of N-{3-[2-({(2R,S)-2-[8-(benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl]-2-hydroxyethyl}amino)ethyl]phenyl}-N'-(4-fluorobenzyl)urea

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Technology Process of N-{3-[2-({(2R,S)-2-[8-(benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl]-2-hydroxyethyl}amino)ethyl]phenyl}-N'-(4-fluorobenzyl)urea

There total 9 articles about N-{3-[2-({(2R,S)-2-[8-(benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl]-2-hydroxyethyl}amino)ethyl]phenyl}-N'-(4-fluorobenzyl)urea 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: 52.0%

: 100331-91-7
5-(2,2-Dihydroxyacetyl)-8-(benzyloxy)-carbostyril

: 1185465-27-3
N-[3-(2-aminoethyl)phenyl]-N'-(4-fluorobenzyl)urea

: 1185465-28-4
N-{3-[2-({(2R,S)-2-[8-(benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl]-2-hydroxyethyl}amino)ethyl]phenyl}-N'-(4-fluorobenzyl)urea

Guidance literature:: 5-(2,2-Dihydroxyacetyl)-8-(benzyloxy)-carbostyril; N-[3-(2-aminoethyl)phenyl]-N'-(4-fluorobenzyl)urea; In dimethyl sulfoxide; at 20 ℃; for 3h;

With sodium tetrahydroborate; In methanol; dimethyl sulfoxide; at 0 - 20 ℃;

Reference yield:

: 100331-91-7
5-(2,2-Dihydroxyacetyl)-8-(benzyloxy)-carbostyril

: 1282531-69-4
C₁₆H₁₈FN₃O*ClH

: 1185465-28-4
N-{3-[2-({(2R,S)-2-[8-(benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl]-2-hydroxyethyl}amino)ethyl]phenyl}-N'-(4-fluorobenzyl)urea

Guidance literature:: With sodium tetrahydroborate; triethylamine; In methanol; dimethyl sulfoxide; at 20 ℃; for 6h;
DOI:10.1016/j.bmcl.2010.12.096

Reference yield:

: 180079-93-0
N-(3-nitrophenylmethyl)methylcarbamic acid t-butyl ester

: 1185465-28-4
N-{3-[2-({(2R,S)-2-[8-(benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl]-2-hydroxyethyl}amino)ethyl]phenyl}-N'-(4-fluorobenzyl)urea

Guidance literature:: Multi-step reaction with 5 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 3 h / 20 °C / 1551.49 Torr

2: triethylamine / dichloromethane / 2.5 h / 20 °C

3: 20 °C

4: hydrogenchloride / 1,4-dioxane; water / 2 h / 20 °C

5: sodium tetrahydroborate; triethylamine / methanol; dimethyl sulfoxide / 6 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; triethylamine; In 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1016/j.bmcl.2010.12.096