2-propen-1-yl (3-{5-(2-chloro-4-pyrimidinyl)-2-[1-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-methylethyl]-1,3-thiazol-4-yl}-2-fluorophenyl)carbamate

Base Information

• Chemical Name: 2-propen-1-yl (3-{5-(2-chloro-4-pyrimidinyl)-2-[1-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-methylethyl]-1,3-thiazol-4-yl}-2-fluorophenyl)carbamate
• CAS No.: 1195769-58-4
• Molecular Formula: C₂₅H₂₇ClFN₅O₄S
• Molecular Weight: 548.038
• Mol file: 1195769-58-4.mol

Synonyms:2-propen-1-yl (3-{5-(2-chloro-4-pyrimidinyl)-2-[1-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-methylethyl]-1,3-thiazol-4-yl}-2-fluorophenyl)carbamate

Chemical Property of 2-propen-1-yl (3-{5-(2-chloro-4-pyrimidinyl)-2-[1-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-methylethyl]-1,3-thiazol-4-yl}-2-fluorophenyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-propen-1-yl (3-{5-(2-chloro-4-pyrimidinyl)-2-[1-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-methylethyl]-1,3-thiazol-4-yl}-2-fluorophenyl)carbamate

There total 10 articles about 2-propen-1-yl (3-{5-(2-chloro-4-pyrimidinyl)-2-[1-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-methylethyl]-1,3-thiazol-4-yl}-2-fluorophenyl)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: 54.0%

(3-(2-(2-chloropyrimidin-4-yl)acetyl)-2-fluorophenyl)allylcarbamate (1195768-27-4) + 1,1-dimethylethyl (2-amino-1,1-dimethyl-2-thioxoethyl)carbamate → 2-propen-1-yl (3-{5-(2-chloro-4-pyrimidinyl)-2-[1-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-methylethyl]-1,3-thiazol-4-yl}-2-fluorophenyl)carbamate (1195769-58-4)

Guidance literature:

(3-(2-(2-chloropyrimidin-4-yl)acetyl)-2-fluorophenyl)allylcarbamate; With N-Bromosuccinimide; In dichloromethane;

1,1-dimethylethyl (2-amino-1,1-dimethyl-2-thioxoethyl)carbamate; In dichloromethane; at 80 ℃; for 2h;

Reference yield:

2-fluoro-3-bromobenzoic acid methyl ester (206551-41-9) → 2-propen-1-yl (3-{5-(2-chloro-4-pyrimidinyl)-2-[1-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-methylethyl]-1,3-thiazol-4-yl}-2-fluorophenyl)carbamate (1195769-58-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: caesium carbonate / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / toluene / 90 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

3.1: sodium hydrogencarbonate / tetrahydrofuran / 0 - 20 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / -10 - 0 °C

4.2: 1.33 h / 0 - 20 °C

5.1: N-Bromosuccinimide / dichloromethane

5.2: 2 h / 80 °C

With N-Bromosuccinimide; sodium hydrogencarbonate; caesium carbonate; trifluoroacetic acid; lithium hexamethyldisilazane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; dichloromethane; toluene;

Reference yield:

2-fluoro-3-nitrobenzoic acid methyl ester (946126-94-9) → 2-propen-1-yl (3-{5-(2-chloro-4-pyrimidinyl)-2-[1-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-methylethyl]-1,3-thiazol-4-yl}-2-fluorophenyl)carbamate (1195769-58-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrazine hydrate / nickel / tetrahydrofuran; methanol; water / 70 °C

2.1: sodium hydrogencarbonate / tetrahydrofuran / 0 - 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / -10 - 0 °C

3.2: 1.33 h / 0 - 20 °C

4.1: N-Bromosuccinimide / dichloromethane

4.2: 2 h / 80 °C

With N-Bromosuccinimide; sodium hydrogencarbonate; hydrazine hydrate; lithium hexamethyldisilazane; nickel; In tetrahydrofuran; methanol; dichloromethane; water;

upstream raw materials:

(3-(2-(2-chloropyrimidin-4-yl)acetyl)-2-fluorophenyl)allylcarbamate

2-fluoro-3-bromobenzoic acid methyl ester

2-fluoro-3-nitrobenzoic acid methyl ester

methyl 3-((tert-butoxycarbonyl)amino)-2-fluorobenzoate

Downstream raw materials:

1,1-dimethylethyl {1-[4-(3-amino-2-fluorophenyl)-5-(2-chloro-4-pyrimidinyl)-1,3-thiazol-2-yl]-1-methylethyl}carbamate

N-{3-[2-(1-amino-1-methylethyl)-5-(2-methyl-4-pyrimidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-3-furansulfonamide

N-{3-[2-(1-amino-1-methylethyl)-5-(2-amino-4-pyrimidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-3-furansulfonamide

1,1-dimethylethyl [1-(5-(2-chloro-4-pyrimidinyl)-4-{2-fluoro-3-[(3-furanylsulfonyl)amino]phenyl}-1,3-thiazol-2-yl)-1-methylethyl]carbamate