4-Thiazolecarboxylic acid, 2-[3-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-4-(4-methylphenyl)-2- (2-methylpropyl)-6-quinolinyl]-, ethyl ester

Base Information

Chemical Name:4-Thiazolecarboxylic acid, 2-[3-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-4-(4-methylphenyl)-2- (2-methylpropyl)-6-quinolinyl]-, ethyl ester
CAS No.:660449-97-8
Molecular Formula:C32H37N3O4S
Molecular Weight:559.729
Hs Code.:

4-Thiazolecarboxylic acid,
2-[3-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-4-(4-methylphenyl)-2-
(2-methylpropyl)-6-quinolinyl]-, ethyl ester

Synonyms:

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Chemical Property of 4-Thiazolecarboxylic acid, 2-[3-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-4-(4-methylphenyl)-2- (2-methylpropyl)-6-quinolinyl]-, ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Hazard Codes:

MSDS Files:

Useful:

Technology Process of 4-Thiazolecarboxylic acid, 2-[3-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-4-(4-methylphenyl)-2- (2-methylpropyl)-6-quinolinyl]-, ethyl ester

There total 3 articles about 4-Thiazolecarboxylic acid, 2-[3-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-4-(4-methylphenyl)-2- (2-methylpropyl)-6-quinolinyl]-, ethyl ester 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: 56.0%

: 41731-52-6
2-chloro-thiazole-4-carboxylic acid ethyl ester

: 660449-16-1
3-{[(tert-butoxycarbonyl)amino]methyl}-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl trifluoromethanesulfonate

: 660449-97-8
ethyl 2-(3-(((tert-butoxycarbonyl)amino)methyl)-2-isobutyl-4-(4-methylphenyl)quinolin-6-yl)-1,3-thiazole-4-carboxylate

Guidance literature:: 3-{[(tert-butoxycarbonyl)amino]methyl}-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl trifluoromethanesulfonate; With potassium acetate; bis(pinacol)diborane; In dimethyl sulfoxide; at 80 ℃; for 0.166667h; Inert atmosphere;

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In dimethyl sulfoxide; at 100 ℃; for 0.25h; Inert atmosphere;

2-chloro-thiazole-4-carboxylic acid ethyl ester; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In methanol; water; toluene; for 17h; Inert atmosphere; Reflux;
DOI:10.1016/j.bmcl.2017.05.048

Reference yield:

: 3034-52-4
2-chlorothiazole

: 660449-16-1
3-{[(tert-butoxycarbonyl)amino]methyl}-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl trifluoromethanesulfonate

: 64-17-5
ethanol

: 584-08-7
potassium carbonate

: 660449-97-8
ethyl 2-(3-(((tert-butoxycarbonyl)amino)methyl)-2-isobutyl-4-(4-methylphenyl)quinolin-6-yl)-1,3-thiazole-4-carboxylate

Guidance literature:: 3-{[(tert-butoxycarbonyl)amino]methyl}-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-6-yl trifluoromethanesulfonate; With boron bispinacolate; potassium acetate; 1,1'-bis(diphenylphosphino)ferrocene-palladium(ii)dichloride-chloroform adduct; In dimethyl sulfoxide; at 100 ℃; for 2h;

2-chlorothiazole; ethanol; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; toluene; at 100 ℃; for 10h;

Reference yield:

: 660449-04-7
tert-butyl {[6-hydroxy-4-(4-methylphenyl)-2-(2-methylpropyl)quinolin-3-yl]methyl}carbamate

: 660449-97-8
ethyl 2-(3-(((tert-butoxycarbonyl)amino)methyl)-2-isobutyl-4-(4-methylphenyl)quinolin-6-yl)-1,3-thiazole-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 20 °C

2.1: bis(pinacol)diborane; potassium acetate / dimethyl sulfoxide / 0.17 h / 80 °C / Inert atmosphere

2.2: 0.25 h / 100 °C / Inert atmosphere

2.3: 17 h / Inert atmosphere; Reflux

With potassium acetate; sodium hydride; bis(pinacol)diborane; In dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil; 2.1: |Suzuki Coupling / 2.2: |Suzuki Coupling / 2.3: |Suzuki Coupling;
DOI:10.1016/j.bmcl.2017.05.048