3-[4-(3,5-dichloropyridine-4-carbonylamino) phenyl]-2-{3-[(2,2-dimethylpropionyl)isobutylamino]-4-methoxyphenyl}propionic acid ethyl ester

Base Information

• Chemical Name: 3-[4-(3,5-dichloropyridine-4-carbonylamino) phenyl]-2-{3-[(2,2-dimethylpropionyl)isobutylamino]-4-methoxyphenyl}propionic acid ethyl ester
• CAS No.: 400648-65-9
• Molecular Formula: C₃₃H₃₉Cl₂N₃O₅
• Molecular Weight: 628.596
• Mol file: 400648-65-9.mol

Synonyms:3-[4-(3,5-dichloropyridine-4-carbonylamino) phenyl]-2-{3-[(2,2-dimethylpropionyl)isobutylamino]-4-methoxyphenyl}propionic acid ethyl ester

Chemical Property of 3-[4-(3,5-dichloropyridine-4-carbonylamino) phenyl]-2-{3-[(2,2-dimethylpropionyl)isobutylamino]-4-methoxyphenyl}propionic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[4-(3,5-dichloropyridine-4-carbonylamino) phenyl]-2-{3-[(2,2-dimethylpropionyl)isobutylamino]-4-methoxyphenyl}propionic acid ethyl ester

There total 7 articles about 3-[4-(3,5-dichloropyridine-4-carbonylamino) phenyl]-2-{3-[(2,2-dimethylpropionyl)isobutylamino]-4-methoxyphenyl}propionic acid 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:

3-(4-aminophenyl)-2-{3-[(2,2-dimethylpropionyl)isobutylamino]-4-methoxyphenyl} propionic acid ethyl ester (400648-63-7) → 3,5-dichloroisonicotinoyl chloride (229328-97-6) + 3-[4-(3,5-dichloropyridine-4-carbonylamino) phenyl]-2-{3-[(2,2-dimethylpropionyl)isobutylamino]-4-methoxyphenyl}propionic acid ethyl ester (400648-65-9)

Guidance literature:

With pyridine; In water; 1,2-dichloro-ethane;

Reference yield:

4-methoxy-3-nitrophenylacetic acid ethyl ester (400648-57-9) → 3-[4-(3,5-dichloropyridine-4-carbonylamino) phenyl]-2-{3-[(2,2-dimethylpropionyl)isobutylamino]-4-methoxyphenyl}propionic acid ethyl ester (400648-65-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: H₂ / Pd/C / methanol

2.1: toluene / Heating

3.1: lithium diisopropylamide / tetrahydrofuran / -78 °C

3.2: tetrahydrofuran / -78 - 20 °C

4.1: aq. HCl

5.1: NaBH(OAc)3 / methanol

6.1: Et₃N / CHCl₃

7.1: H₂ / Pd/C / methanol; ethyl acetate

8.1: Et₃N / CHCl₃

With hydrogenchloride; hydrogen; sodium tris(acetoxy)borohydride; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; chloroform; ethyl acetate; toluene;

DOI:10.1016/j.bmcl.2004.09.089

Reference yield:

(4-Methoxy-3-{[1-phenyl-meth-(E)-ylidene]-amino}-phenyl)-acetic acid ethyl ester (824402-51-9) → 3-[4-(3,5-dichloropyridine-4-carbonylamino) phenyl]-2-{3-[(2,2-dimethylpropionyl)isobutylamino]-4-methoxyphenyl}propionic acid ethyl ester (400648-65-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: lithium diisopropylamide / tetrahydrofuran / -78 °C

1.2: tetrahydrofuran / -78 - 20 °C

2.1: aq. HCl

3.1: NaBH(OAc)3 / methanol

4.1: Et₃N / CHCl₃

5.1: H₂ / Pd/C / methanol; ethyl acetate

6.1: Et₃N / CHCl₃

With hydrogenchloride; hydrogen; sodium tris(acetoxy)borohydride; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; chloroform; ethyl acetate;

DOI:10.1016/j.bmcl.2004.09.089

upstream raw materials:

3,5-dichloroisonicotinoyl chloride

3-(4-aminophenyl)-2-{3-[(2,2-dimethylpropionyl)isobutylamino]-4-methoxyphenyl} propionic acid ethyl ester

4-methoxy-3-nitrophenylacetic acid ethyl ester

(4-Methoxy-3-{[1-phenyl-meth-(E)-ylidene]-amino}-phenyl)-acetic acid ethyl ester