3-(5-{4-[(4-{[(2E,2Z)-2-(4-cyanophenyl)-2-(methoxyimino)ethyl]oxy}benzyl)amino]phenyl}-3-methyl-1,2-oxazol-4-yl)propanoic acid

Base Information

• Chemical Name: 3-(5-{4-[(4-{[(2E,2Z)-2-(4-cyanophenyl)-2-(methoxyimino)ethyl]oxy}benzyl)amino]phenyl}-3-methyl-1,2-oxazol-4-yl)propanoic acid
• CAS No.: 1356599-28-4
• Molecular Formula: C₃₀H₂₈N₄O₅
• Molecular Weight: 524.576
• Mol file: 1356599-28-4.mol

Synonyms:3-(5-{4-[(4-{[(2E,2Z)-2-(4-cyanophenyl)-2-(methoxyimino)ethyl]oxy}benzyl)amino]phenyl}-3-methyl-1,2-oxazol-4-yl)propanoic acid

Chemical Property of 3-(5-{4-[(4-{[(2E,2Z)-2-(4-cyanophenyl)-2-(methoxyimino)ethyl]oxy}benzyl)amino]phenyl}-3-methyl-1,2-oxazol-4-yl)propanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(5-{4-[(4-{[(2E,2Z)-2-(4-cyanophenyl)-2-(methoxyimino)ethyl]oxy}benzyl)amino]phenyl}-3-methyl-1,2-oxazol-4-yl)propanoic acid

There total 10 articles about 3-(5-{4-[(4-{[(2E,2Z)-2-(4-cyanophenyl)-2-(methoxyimino)ethyl]oxy}benzyl)amino]phenyl}-3-methyl-1,2-oxazol-4-yl)propanoic acid 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:

methyl 3-(5-{4-[(4-{[(2E,2Z)-2-(4-cyanophenyl)-2-(methoxyimino)ethyl]oxy}benzyl)amino]phenyl}-3-methyl-1,2-oxazol-4-yl)propanoate (1356600-57-1) → 3-(5-{4-[(4-{[(2E,2Z)-2-(4-cyanophenyl)-2-(methoxyimino)ethyl]oxy}benzyl)amino]phenyl}-3-methyl-1,2-oxazol-4-yl)propanoic acid (1356599-28-4)

Guidance literature:

methyl 3-(5-{4-[(4-{[(2E,2Z)-2-(4-cyanophenyl)-2-(methoxyimino)ethyl]oxy}benzyl)amino]phenyl}-3-methyl-1,2-oxazol-4-yl)propanoate; With water; lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 16h;

With citric acid; In water; at 20 ℃; pH=6;

Reference yield:

4-nitrobenzaldehdye (555-16-8) → 3-(5-{4-[(4-{[(2E,2Z)-2-(4-cyanophenyl)-2-(methoxyimino)ethyl]oxy}benzyl)amino]phenyl}-3-methyl-1,2-oxazol-4-yl)propanoic acid (1356599-28-4)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sodium hydroxide / water / 0 - 20 °C

2.1: hydroxylamine hydrochloride; pyridine / ethanol / 4 h / 70 °C / Inert atmosphere

3.1: potassium iodide; sodium hydrogencarbonate; iodine / water; tetrahydrofuran / 100 °C / Inert atmosphere

4.1: sulfuric acid; N-iodo-succinimide / 1,2-dichloro-ethane / 4 h / 0 - 20 °C

5.1: triethylamine / palladium diacetate; tris-(o-tolyl)phosphine / 16 h / 60 °C / Inert atmosphere

6.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 4 h / 20 °C / 3102.97 Torr

7.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 16 h / 0 - 20 °C

7.2: 20 °C

8.1: water; lithium hydroxide / tetrahydrofuran; methanol / 16 h / 20 °C

8.2: 20 °C / pH 6

With pyridine; N-iodo-succinimide; sulfuric acid; hydroxylamine hydrochloride; water; hydrogen; iodine; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; triethylamine; potassium iodide; sodium hydroxide; lithium hydroxide; palladium 10% on activated carbon; palladium diacetate; tris-(o-tolyl)phosphine; In tetrahydrofuran; methanol; ethanol; water; ethyl acetate; 1,2-dichloro-ethane;

Reference yield:

4-iodo-3-methyl-5-(4-nitrophenyl)-1,2-oxazole (1356600-50-4) → 3-(5-{4-[(4-{[(2E,2Z)-2-(4-cyanophenyl)-2-(methoxyimino)ethyl]oxy}benzyl)amino]phenyl}-3-methyl-1,2-oxazol-4-yl)propanoic acid (1356599-28-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / palladium diacetate; tris-(o-tolyl)phosphine / 16 h / 60 °C / Inert atmosphere

2.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 4 h / 20 °C / 3102.97 Torr

3.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 16 h / 0 - 20 °C

3.2: 20 °C

4.1: water; lithium hydroxide / tetrahydrofuran; methanol / 16 h / 20 °C

4.2: 20 °C / pH 6

With water; hydrogen; sodium tris(acetoxy)borohydride; triethylamine; lithium hydroxide; palladium 10% on activated carbon; palladium diacetate; tris-(o-tolyl)phosphine; In tetrahydrofuran; methanol; ethyl acetate; 1,2-dichloro-ethane;

upstream raw materials:

4-nitrobenzaldehdye

4-Cyanophenacyl bromide

4-(p-nitrophenyl)-3-butene-2-one

4-[(1Z)-2-bromo-N-methoxyethanimidoyl]-benzonitrile