(S)-tert-butyl 1-(4-(4-(5-chloro-2-fluoro-3-(methylsulfonamido)phenyl)-2-cyclopropylthiazol-5-yl)pyrimidin-2-ylamino)propan-2-ylcarbamate

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Chemical Name:(S)-tert-butyl 1-(4-(4-(5-chloro-2-fluoro-3-(methylsulfonamido)phenyl)-2-cyclopropylthiazol-5-yl)pyrimidin-2-ylamino)propan-2-ylcarbamate
CAS No.:1353576-47-2
Molecular Formula:C₁₈H₁₆ClFN₄O₃S₃
Molecular Weight:486.999
Hs Code.:

Synonyms:(S)-tert-butyl 1-(4-(4-(5-chloro-2-fluoro-3-(methylsulfonamido)phenyl)-2-cyclopropylthiazol-5-yl)pyrimidin-2-ylamino)propan-2-ylcarbamate

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Chemical Property of (S)-tert-butyl 1-(4-(4-(5-chloro-2-fluoro-3-(methylsulfonamido)phenyl)-2-cyclopropylthiazol-5-yl)pyrimidin-2-ylamino)propan-2-ylcarbamate

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Technology Process of (S)-tert-butyl 1-(4-(4-(5-chloro-2-fluoro-3-(methylsulfonamido)phenyl)-2-cyclopropylthiazol-5-yl)pyrimidin-2-ylamino)propan-2-ylcarbamate

There total 12 articles about (S)-tert-butyl 1-(4-(4-(5-chloro-2-fluoro-3-(methylsulfonamido)phenyl)-2-cyclopropylthiazol-5-yl)pyrimidin-2-ylamino)propan-2-ylcarbamate 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:

: 1353576-46-1
N-(5-chloro-3-(2-cyclopropyl-5-(2-(methylthio)pyrimidin-4-yl)thiazol-4-yl)-2-fluorophenyl)methanesulfonamide

: 1353576-47-2
(S)-tert-butyl 1-(4-(4-(5-chloro-2-fluoro-3-(methylsulfonamido)phenyl)-2-cyclopropylthiazol-5-yl)pyrimidin-2-ylamino)propan-2-ylcarbamate

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 0.25h;

Reference yield:

: 1996-30-1
2-bromo-4-chloro-1-fluorobenzene

: 1353576-47-2
(S)-tert-butyl 1-(4-(4-(5-chloro-2-fluoro-3-(methylsulfonamido)phenyl)-2-cyclopropylthiazol-5-yl)pyrimidin-2-ylamino)propan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 12 steps

1.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / hexane; tetrahydrofuran / 0.83 h / -75 - -65 °C

1.2: 1.25 h / -70 - -65 °C

1.3: -60 - -10 °C / pH 1 - 2

2.1: potassium permanganate / water; tert-butyl alcohol / 2.92 h / 30 - 65 °C

2.2: 0.17 h / 20 °C

2.3: 15 - 25 °C / pH 1

3.1: sulfuric acid / Reflux

4.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / bis(dibenzylideneacetone)-palladium⁽⁰⁾ / 1,4-dioxane / 3 h / 110 °C / Inert atmosphere

5.1: lithium hexamethyldisilazane / tetrahydrofuran / 19 h / 0 - 20 °C

5.2: 1 h / 20 °C

6.1: N-Bromosuccinimide / dichloromethane / 2.25 h / -5 - 20 °C

6.2: 20 °C

7.1: ethanol / 0.75 h / 90 °C

8.1: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 4.67 h / 0 - 65 °C

9.1: tricyclohexylphosphine; potassium phosphate / palladium diacetate / toluene; water / 100 °C / Inert atmosphere

10.1: sulfuric acid / ethanol / 8 h / Reflux

11.1: pyridine / dichloromethane / 21 h / 20 °C

11.2: 2 h / 60 °C

12.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.25 h / 20 °C

With pyridine; 2,2,6,6-tetramethyl-piperidine; potassium phosphate; potassium permanganate; N-Bromosuccinimide; n-butyllithium; tert.-butylnitrite; sulfuric acid; caesium carbonate; 3-chloro-benzenecarboperoxoic acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; copper(ll) bromide; lithium hexamethyldisilazane; tricyclohexylphosphine; palladium diacetate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol;

Reference yield:

: 1269232-93-0
3-bromo-5-chloro-2-fluorobenzoic acid

: 1353576-47-2
(S)-tert-butyl 1-(4-(4-(5-chloro-2-fluoro-3-(methylsulfonamido)phenyl)-2-cyclopropylthiazol-5-yl)pyrimidin-2-ylamino)propan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 10 steps

1.1: sulfuric acid / Reflux

2.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / bis(dibenzylideneacetone)-palladium⁽⁰⁾ / 1,4-dioxane / 3 h / 110 °C / Inert atmosphere

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 19 h / 0 - 20 °C

3.2: 1 h / 20 °C

4.1: N-Bromosuccinimide / dichloromethane / 2.25 h / -5 - 20 °C

4.2: 20 °C

5.1: ethanol / 0.75 h / 90 °C

6.1: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 4.67 h / 0 - 65 °C

7.1: tricyclohexylphosphine; potassium phosphate / palladium diacetate / toluene; water / 100 °C / Inert atmosphere

8.1: sulfuric acid / ethanol / 8 h / Reflux

9.1: pyridine / dichloromethane / 21 h / 20 °C

9.2: 2 h / 60 °C

10.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.25 h / 20 °C

With pyridine; potassium phosphate; N-Bromosuccinimide; tert.-butylnitrite; sulfuric acid; caesium carbonate; 3-chloro-benzenecarboperoxoic acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; copper(ll) bromide; lithium hexamethyldisilazane; tricyclohexylphosphine; palladium diacetate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; toluene; acetonitrile;