methyl N-[(1S)-2-methyl-1-[(2S,4S)-4-methyl-2-[5-[4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidine-1-carbonyl]propyl]carbamate

Base Information

• Chemical Name: methyl N-[(1S)-2-methyl-1-[(2S,4S)-4-methyl-2-[5-[4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidine-1-carbonyl]propyl]carbamate
• CAS No.: 1335137-50-2
• Molecular Formula: C₄₇H₅₇N₇O₆
• Molecular Weight: 816.013
• Mol file: 1335137-50-2.mol

Synonyms:methyl N-[(1S)-2-methyl-1-[(2S,4S)-4-methyl-2-[5-[4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidine-1-carbonyl]propyl]carbamate

Chemical Property of methyl N-[(1S)-2-methyl-1-[(2S,4S)-4-methyl-2-[5-[4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidine-1-carbonyl]propyl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl N-[(1S)-2-methyl-1-[(2S,4S)-4-methyl-2-[5-[4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidine-1-carbonyl]propyl]carbamate

There total 5 articles about methyl N-[(1S)-2-methyl-1-[(2S,4S)-4-methyl-2-[5-[4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidine-1-carbonyl]propyl]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:

methyl N-[(1S)-1-[(2S,4S)-2-(6-bromo-1H-indol-2-yl)-4-methyl-pyrrolidine-1-carbonyl]-2-methyl-propyl]carbamate (1335137-69-3) + methyl N-[(1S)-2-methyl-1-[(2S,4S)-4-methyl-2-[5-[4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidine-1-carbonyl]propyl]carbamate (1335137-70-6) → methyl N-[(1S)-2-methyl-1-[(2S,4S)-4-methyl-2-[5-[4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidine-1-carbonyl]propyl]carbamate (1335137-50-2)

Guidance literature:

With 3-(2-dicyclohexylphosphanylphenyl)-2,4-dimethoxy-benzenesulfonic acid; sodium hydrogencarbonate; palladium diacetate; In water; isopropyl alcohol; at 100 ℃; for 1h; Inert atmosphere;

Reference yield:

4-bromo-1-iodo-2-nitrobenzene (112671-42-8) → methyl N-[(1S)-2-methyl-1-[(2S,4S)-4-methyl-2-[5-[4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidine-1-carbonyl]propyl]carbamate (1335137-50-2)

Guidance literature:

Multi-step reaction with 6 steps

1: hydrogenchloride; tin(ll) chloride / ethanol; water / 0.25 h / -10 - 60 °C

2: triethylamine; copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

3: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 4 h / 20 °C

4: trifluoroacetic acid / dichloromethane / 1 h

5: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 20 °C

6: sodium hydrogencarbonate; 3-(2-dicyclohexylphosphanylphenyl)-2,4-dimethoxy-benzenesulfonic acid / palladium diacetate / isopropyl alcohol; water / 1 h / 100 °C / Inert atmosphere

With 3-(2-dicyclohexylphosphanylphenyl)-2,4-dimethoxy-benzenesulfonic acid; hydrogenchloride; copper(l) iodide; potassium tert-butylate; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; tin(ll) chloride; bis-triphenylphosphine-palladium(II) chloride; palladium diacetate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ethanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

tert-butyl (2S,4S)-2-[2-(2-amino-4-bromo-phenyl)ethynyl]-4-methyl-pyrrolidine-1-carboxylate (1335137-66-0) → methyl N-[(1S)-2-methyl-1-[(2S,4S)-4-methyl-2-[5-[4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidine-1-carbonyl]propyl]carbamate (1335137-50-2)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 4 h / 20 °C

2: trifluoroacetic acid / dichloromethane / 1 h

3: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 20 °C

4: sodium hydrogencarbonate; 3-(2-dicyclohexylphosphanylphenyl)-2,4-dimethoxy-benzenesulfonic acid / palladium diacetate / isopropyl alcohol; water / 1 h / 100 °C / Inert atmosphere

With 3-(2-dicyclohexylphosphanylphenyl)-2,4-dimethoxy-benzenesulfonic acid; potassium tert-butylate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; palladium diacetate; In 1-methyl-pyrrolidin-2-one; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;

upstream raw materials:

4-bromo-1-iodo-2-nitrobenzene

tert-butyl (2S,4S)-2-[2-(2-amino-4-bromo-phenyl)ethynyl]-4-methyl-pyrrolidine-1-carboxylate

methyl N-[(1S)-1-[(2S,4S)-2-(6-bromo-1H-indol-2-yl)-4-methyl-pyrrolidine-1-carbonyl]-2-methyl-propyl]carbamate

methyl N-[(1S)-2-methyl-1-[(2S,4S)-4-methyl-2-[5-[4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidine-1-carbonyl]propyl]carbamate