(2S,4S)-tert-butyl 2-(5-(4'-(2-((2S,4S)-1-(tert-butoxycarbonyl)-4-methylpyrrolidin-2-yl)-1H-imidazol-5-yl)biphenyl-4-yl)-1H-thieno[2,3-d]imidazol-2-yl)-4-methylpyrrolid-carboxylate

Base Information

• Chemical Name: (2S,4S)-tert-butyl 2-(5-(4'-(2-((2S,4S)-1-(tert-butoxycarbonyl)-4-methylpyrrolidin-2-yl)-1H-imidazol-5-yl)biphenyl-4-yl)-1H-thieno[2,3-d]imidazol-2-yl)-4-methylpyrrolid-carboxylate
• CAS No.: 1335317-61-7
• Molecular Formula: C₄₀H₄₈N₆O₄S
• Molecular Weight: 708.925
• Mol file: 1335317-61-7.mol

Synonyms:(2S,4S)-tert-butyl 2-(5-(4'-(2-((2S,4S)-1-(tert-butoxycarbonyl)-4-methylpyrrolidin-2-yl)-1H-imidazol-5-yl)biphenyl-4-yl)-1H-thieno[2,3-d]imidazol-2-yl)-4-methylpyrrolid-carboxylate

Chemical Property of (2S,4S)-tert-butyl 2-(5-(4'-(2-((2S,4S)-1-(tert-butoxycarbonyl)-4-methylpyrrolidin-2-yl)-1H-imidazol-5-yl)biphenyl-4-yl)-1H-thieno[2,3-d]imidazol-2-yl)-4-methylpyrrolid-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-tert-butyl 2-(5-(4'-(2-((2S,4S)-1-(tert-butoxycarbonyl)-4-methylpyrrolidin-2-yl)-1H-imidazol-5-yl)biphenyl-4-yl)-1H-thieno[2,3-d]imidazol-2-yl)-4-methylpyrrolid-carboxylate

There total 12 articles about (2S,4S)-tert-butyl 2-(5-(4'-(2-((2S,4S)-1-(tert-butoxycarbonyl)-4-methylpyrrolidin-2-yl)-1H-imidazol-5-yl)biphenyl-4-yl)-1H-thieno[2,3-d]imidazol-2-yl)-4-methylpyrrolid-carboxylate 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: 57.0%

(2S,4S)-tert-butyl 2-(5-(4-bromophenyl)-1H-thieno[2,3-d]imidazol-2-yl)-4-methylpyrrolidine-1-carboxylate (1335317-50-4) + (2S,4S)-4-methyl-2-{4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carboxylic acid tert-butyl ester (1307310-41-3) → (2S,4S)-tert-butyl 2-(5-(4'-(2-((2S,4S)-1-(tert-butoxycarbonyl)-4-methylpyrrolidin-2-yl)-1H-imidazol-5-yl)biphenyl-4-yl)-1H-thieno[2,3-d]imidazol-2-yl)-4-methylpyrrolid-carboxylate (1335317-61-7)

Guidance literature:

With sodium hydrogencarbonate; palladium diacetate; In water; isopropyl alcohol; at 100 ℃; for 15h; Inert atmosphere;

Reference yield: 57.0%

(2S,4S)-tert-butyl 2-(5-(4-bromophenyl)-1H-thieno[2,3-d]imidazol-2-yl)-4-methylpyrrolidine-1-carboxylate (1335317-50-4) + C25H36BN3O4 (1307310-41-3) → (2S,4S)-tert-butyl 2-(5-(4'-(2-((2S,4S)-1-(tert-butoxycarbonyl)-4-methylpyrrolidin-2-yl)-1H-imidazol-5-yl)biphenyl-4-yl)-1H-thieno[2,3-d]imidazol-2-yl)-4-methylpyrrolid-carboxylate (1335317-61-7)

Guidance literature:

With sodium 2′-dicyclohexylphosphino-2,6-dimethoxy-1,1′-biphenyl-3-sulfonate hydrate; palladium diacetate; sodium hydrogencarbonate; In water; isopropyl alcohol; for 15h; Microwave irradiation; Inert atmosphere;

DOI:10.1021/ml300461f

Reference yield:

(2S,4S)-tert-butyl 2-(5-iodo-1H-imidazol-2-yl)-4-methylpyrrolidine-1-carboxylate (1313207-07-6) → (2S,4S)-tert-butyl 2-(5-(4'-(2-((2S,4S)-1-(tert-butoxycarbonyl)-4-methylpyrrolidin-2-yl)-1H-imidazol-5-yl)biphenyl-4-yl)-1H-thieno[2,3-d]imidazol-2-yl)-4-methylpyrrolid-carboxylate (1335317-61-7)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine; copper(l) iodide / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere

2: N-iodo-succinimide / dichloromethane / 1.5 h / 0 - 20 °C

3: sodiumsulfide nonahydrate / N,N-dimethyl-formamide / 3 h / 20 - 150 °C

4: sodium hydrogencarbonate / palladium diacetate / isopropyl alcohol; water / 15 h / 100 °C / Inert atmosphere

With N-iodo-succinimide; copper(l) iodide; sodiumsulfide nonahydrate; sodium hydrogencarbonate; triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; In dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;

upstream raw materials:

4-bromo-1-ethynylbenzene

(2S,4S)-tert-butyl 2-(5-(4-bromophenyl)-1H-thieno[2,3-d]imidazol-2-yl)-4-methylpyrrolidine-1-carboxylate

(2S,4S)-4-methyl-2-{4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carboxylic acid tert-butyl ester

(2S,4S)-tert-butyl 2-(5-iodo-1H-imidazol-2-yl)-4-methylpyrrolidine-1-carboxylate

Downstream raw materials:

C₄₄H₅₄N₈O₆S