N-[N-Boc-4(R)-cyclobutylamino-(L)-prolyl]-4-[(3',5'-dichloroisonicotinoyl)amino]-(L)-phenylalanine ethyl ester

Base Information

• Chemical Name: N-[N-Boc-4(R)-cyclobutylamino-(L)-prolyl]-4-[(3',5'-dichloroisonicotinoyl)amino]-(L)-phenylalanine ethyl ester
• CAS No.: 913730-52-6
• Molecular Formula: C₃₁H₃₉Cl₂N₅O₆
• Molecular Weight: 648.587
• Mol file: 913730-52-6.mol

Synonyms:N-[N-Boc-4(R)-cyclobutylamino-(L)-prolyl]-4-[(3',5'-dichloroisonicotinoyl)amino]-(L)-phenylalanine ethyl ester

Chemical Property of N-[N-Boc-4(R)-cyclobutylamino-(L)-prolyl]-4-[(3',5'-dichloroisonicotinoyl)amino]-(L)-phenylalanine ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[N-Boc-4(R)-cyclobutylamino-(L)-prolyl]-4-[(3',5'-dichloroisonicotinoyl)amino]-(L)-phenylalanine ethyl ester

There total 8 articles about N-[N-Boc-4(R)-cyclobutylamino-(L)-prolyl]-4-[(3',5'-dichloroisonicotinoyl)amino]-(L)-phenylalanine 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:

lithium N-Boc-4(R)-cyclobutylamino-(L)-proline + 4-[(3',5'-dichloroisonicotinoyl)amino]-(L)-phenylalanine ethyl ester hydrochloride → N-[N-Boc-4(R)-cyclobutylamino-(L)-prolyl]-4-[(3',5'-dichloroisonicotinoyl)amino]-(L)-phenylalanine ethyl ester (913730-52-6)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; at 20 ℃; for 4h;

DOI:10.1021/jm900257b

Reference yield:

lithium N-Boc-4(R)-cyclobutylamino-(L)-proline → N-[N-Boc-4(R)-cyclobutylamino-(L)-prolyl]-4-[(3',5'-dichloroisonicotinoyl)amino]-(L)-phenylalanine ethyl ester (913730-52-6)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; at 20 ℃; for 4h;

Reference yield:

3,5-dichloropyridine-4-carboxylic acid (13958-93-5) → N-[N-Boc-4(R)-cyclobutylamino-(L)-prolyl]-4-[(3',5'-dichloroisonicotinoyl)amino]-(L)-phenylalanine ethyl ester (913730-52-6)

Guidance literature:

Multi-step reaction with 4 steps

1: thionyl chloride / N,N-dimethyl-formamide / dichloromethane / 5.75 h / Heating / reflux

2: 4-methyl-morpholine / dichloromethane / 1.08 h / 0 °C

3: hydrogenchloride / ethyl acetate / 2 h / 20 °C

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; water / 4 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; thionyl chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N,N-dimethyl-formamide; In dichloromethane; water; ethyl acetate;

upstream raw materials:

3,5-dichloropyridine-4-carboxylic acid

N-Boc-4(R)-cyclobutylamino-(L)-proline methyl ester

(S)-3-(4-aminophenyl)-2-tert-butoxycarbonylamino-propionic acid ethyl ester

N-(tert-butyloxycarbonyl)-4-nitro-L-phenylalanine ethyl ester