methyl [(2S)-1-{(2S)-2-[5-(4'-bromobiphenyl-4-yl)-1H-imidazol-2-yl]pyrrolidin-1-yl}-3-methyl-1-oxobutan-2-yl]carbamate

Base Information

• Chemical Name: methyl [(2S)-1-{(2S)-2-[5-(4'-bromobiphenyl-4-yl)-1H-imidazol-2-yl]pyrrolidin-1-yl}-3-methyl-1-oxobutan-2-yl]carbamate
• CAS No.: 1256384-83-4
• Molecular Formula: C₂₆H₂₉BrN₄O₃
• Molecular Weight: 525.445
• Mol file: 1256384-83-4.mol

Synonyms:methyl [(2S)-1-{(2S)-2-[5-(4'-bromobiphenyl-4-yl)-1H-imidazol-2-yl]pyrrolidin-1-yl}-3-methyl-1-oxobutan-2-yl]carbamate

Chemical Property of methyl [(2S)-1-{(2S)-2-[5-(4'-bromobiphenyl-4-yl)-1H-imidazol-2-yl]pyrrolidin-1-yl}-3-methyl-1-oxobutan-2-yl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl [(2S)-1-{(2S)-2-[5-(4'-bromobiphenyl-4-yl)-1H-imidazol-2-yl]pyrrolidin-1-yl}-3-methyl-1-oxobutan-2-yl]carbamate

There total 10 articles about methyl [(2S)-1-{(2S)-2-[5-(4'-bromobiphenyl-4-yl)-1H-imidazol-2-yl]pyrrolidin-1-yl}-3-methyl-1-oxobutan-2-yl]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: 84.0%

(S)-4-(4'-bromo-[1,1'-biphenyl]-4-yl)-2-(pyrrolidin-2-yl)-1H-imidazole hydrochloride + N-methoxycarbonyl-L-valine (111398-44-8,74761-42-5) → methyl ((S)-1-((S)-2-(4-(4'-bromo-[1,1'-biphenyl]-4-yl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-yl)carbamate (1256384-83-4)

Guidance literature:

(S)-4-(4'-bromo-[1,1'-biphenyl]-4-yl)-2-(pyrrolidin-2-yl)-1H-imidazole hydrochloride; N-methoxycarbonyl-L-valine; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;

With sodium hydrogencarbonate; In water; N,N-dimethyl-formamide;

Reference yield:

5-(4'-bromobiphenyl-4-yl)-2-[(2S)-pyrrolidin-2-yl]-1H-imidazole hydrochloride + N-methoxycarbonyl-L-valine (111398-44-8,74761-42-5) → methyl [(2S)-1-{(2S)-2-[5-(4'-bromobiphenyl-4-yl)-1H-imidazol-2-yl]pyrrolidin-1-yl}-3-methyl-1-oxobutan-2-yl]carbamate (1256384-83-4)

Guidance literature:

N-methoxycarbonyl-L-valine; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In acetonitrile; at 20 ℃; for 0.333333h;

5-(4'-bromobiphenyl-4-yl)-2-[(2S)-pyrrolidin-2-yl]-1H-imidazole hydrochloride; With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 18h;

Reference yield:

C19H18BrN3*(x)ClH + N-methoxycarbonyl-L-valine (111398-44-8,74761-42-5) → methyl [(2S)-1-{(2S)-2-[5-(4'-bromobiphenyl-4-yl)-1H-imidazol-2-yl]pyrrolidin-1-yl}-3-methyl-1-oxobutan-2-yl]carbamate (1256384-83-4)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 25 ℃; for 1h;

upstream raw materials:

N-methoxycarbonyl-L-valine

L-valine

(S)-tert-butyl 2-(4-(4'-bromo-[1,1'-biphenyl]-4-yl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate

1-(tert-butoxycarbonyl)-L-proline

Downstream raw materials:

((S)-1-{(S)-2-[5-(4'-{2-[(S)-1-((S)-2-methoxycarbonylamino-3-methyl-butyryl)-pyrrolidin-2-yl]-3H-benzoimidazol-5-yl}-biphenyl-4-yl)-1H-imidazol-2-yl]-pyrrolidine-1-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester

methyl {(2S)-3-methyl-1-oxo-1-[(2S)-2-{5-[4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl-4-yl]-1H-imidazol-2-yl}pyrrolidin-1-yl]butan-2-yl}carbamate

C₄₆H₅₂FN₇O₇