(R,S)-ethyl 3-{3-[6-(3-benzylureido)indolin-1-yl]-2-methyl-3-oxopropanoylamino}-3-(pyridin-3-yl)propanoate

Base Information

• Chemical Name: (R,S)-ethyl 3-{3-[6-(3-benzylureido)indolin-1-yl]-2-methyl-3-oxopropanoylamino}-3-(pyridin-3-yl)propanoate
• CAS No.: 1026419-42-0
• Molecular Formula: C₃₀H₃₃N₅O₅
• Molecular Weight: 543.623
• Mol file: 1026419-42-0.mol

Synonyms:(R,S)-ethyl 3-{3-[6-(3-benzylureido)indolin-1-yl]-2-methyl-3-oxopropanoylamino}-3-(pyridin-3-yl)propanoate

Chemical Property of (R,S)-ethyl 3-{3-[6-(3-benzylureido)indolin-1-yl]-2-methyl-3-oxopropanoylamino}-3-(pyridin-3-yl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R,S)-ethyl 3-{3-[6-(3-benzylureido)indolin-1-yl]-2-methyl-3-oxopropanoylamino}-3-(pyridin-3-yl)propanoate

There total 4 articles about (R,S)-ethyl 3-{3-[6-(3-benzylureido)indolin-1-yl]-2-methyl-3-oxopropanoylamino}-3-(pyridin-3-yl)propanoate 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: 48.0%

β-amino-3-pyridinepropanoic acid ethyl ester dihydrochloride (149498-96-4,153524-69-7,1217631-87-2) + (R,S)-3-[6-(3-benzylureido)indolin-1-yl]-2-methyl-3-oxopropanoic acid (229636-58-2) → (R,S)-ethyl 3-{3-[6-(3-benzylureido)indolin-1-yl]-2-methyl-3-oxopropanoylamino}-3-(pyridin-3-yl)propanoate (1026419-42-0)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 17h;

DOI:10.1248/cpb.49.1420

Reference yield:

ethyl 2-methyl-3-(6-nitroindolin-1-yl)-3-oxopropanoate (229636-57-1) → (R,S)-ethyl 3-{3-[6-(3-benzylureido)indolin-1-yl]-2-methyl-3-oxopropanoylamino}-3-(pyridin-3-yl)propanoate (1026419-42-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / H₂ / 10 percent Pd/C / ethanol / 1 h / 20 °C / 760 Torr

2: 93 percent / acetonitrile / 12 h / 20 °C

3: 93 percent / 1 M aq. NaOH / methanol; tetrahydrofuran / 2 h / 20 °C

4: 48 percent / HOBt; EDC; Et₃N / dimethylformamide / 17 h / 20 °C

With sodium hydroxide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1248/cpb.49.1420

Reference yield:

ethyl 3-(6-aminoindolin-1-yl)-2-methyl-3-oxopropanoate (403599-93-9) → (R,S)-ethyl 3-{3-[6-(3-benzylureido)indolin-1-yl]-2-methyl-3-oxopropanoylamino}-3-(pyridin-3-yl)propanoate (1026419-42-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / acetonitrile / 12 h / 20 °C

2: 93 percent / 1 M aq. NaOH / methanol; tetrahydrofuran / 2 h / 20 °C

3: 48 percent / HOBt; EDC; Et₃N / dimethylformamide / 17 h / 20 °C

With sodium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1248/cpb.49.1420

upstream raw materials:

β-amino-3-pyridinepropanoic acid ethyl ester dihydrochloride

(R,S)-3-[6-(3-benzylureido)indolin-1-yl]-2-methyl-3-oxopropanoic acid

ethyl 3-(6-aminoindolin-1-yl)-2-methyl-3-oxopropanoate

ethyl 2-methyl-3-(6-nitroindolin-1-yl)-3-oxopropanoate