methyl ((S)-3-methyl-1-((S)-2-(5-(4-(2-((1S,2S)-2-((S)-2-methylpiperidine-1-carbonyl)cyclopentyl)-1H-imidazol-5-yl)-[1,1‘-biphenyl]-4-yl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)carbamate

Base Information

• Chemical Name: methyl ((S)-3-methyl-1-((S)-2-(5-(4-(2-((1S,2S)-2-((S)-2-methylpiperidine-1-carbonyl)cyclopentyl)-1H-imidazol-5-yl)-[1,1‘-biphenyl]-4-yl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)carbamate
• CAS No.: 1445589-42-3
• Molecular Formula: C₄₁H₅₁N₇O₄
• Molecular Weight: 705.9

Synonyms:methyl ((S)-3-methyl-1-((S)-2-(5-(4-(2-((1S,2S)-2-((S)-2-methylpiperidine-1-carbonyl)cyclopentyl)-1H-imidazol-5-yl)-[1,1‘-biphenyl]-4-yl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)carbamate

Chemical Property of methyl ((S)-3-methyl-1-((S)-2-(5-(4-(2-((1S,2S)-2-((S)-2-methylpiperidine-1-carbonyl)cyclopentyl)-1H-imidazol-5-yl)-[1,1‘-biphenyl]-4-yl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of methyl ((S)-3-methyl-1-((S)-2-(5-(4-(2-((1S,2S)-2-((S)-2-methylpiperidine-1-carbonyl)cyclopentyl)-1H-imidazol-5-yl)-[1,1‘-biphenyl]-4-yl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)carbamate

There total 17 articles about methyl ((S)-3-methyl-1-((S)-2-(5-(4-(2-((1S,2S)-2-((S)-2-methylpiperidine-1-carbonyl)cyclopentyl)-1H-imidazol-5-yl)-[1,1‘-biphenyl]-4-yl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-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: 14.0%

(1R,2 R)-2-(5-(4'-(2-((S)-1-((S)-2-((methoxycarbonyl)amino)-3-methylbutanoyl)pyrrolidin-2-yl)-1H-imidazol-5-yl)-[1,1'-biphenyl]-4-yl)-1H-imidazol-2-yl)cyclopentanecarboxylic acid (1445590-78-2) + (S)-2-methylpiperidine (3197-42-0) → methyl ((S)-3-methyl-1-((S)-2-(5-(4-(2-((1S,2S)-2-((S)-2-methylpiperidine-1-carbonyl)cyclopentyl)-1H-imidazol-5-yl)-[1,1‘-biphenyl]-4-yl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)carbamate (1445589-42-3)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.166667h;

Reference yield:

(S)-N-(tert-butoxycarbonyl)proline methyl ester (59936-29-7) → methyl ((S)-3-methyl-1-((S)-2-(5-(4-(2-((1S,2S)-2-((S)-2-methylpiperidine-1-carbonyl)cyclopentyl)-1H-imidazol-5-yl)-[1,1‘-biphenyl]-4-yl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)carbamate (1445589-42-3)

Guidance literature:

Multi-step reaction with 8 steps

1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 0 °C

2: ammonium acetate / 5,5-dimethyl-1,3-cyclohexadiene / 4 h / 140 °C / Sealed tube

3: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

4: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 20 °C

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate / 1,4-dioxane / 80 °C / Inert atmosphere

6: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; potassium fluoride dihydrate / water; benzene; ethanol / 1 h / Inert atmosphere; Microwave irradiation

7: hydrogenchloride / water / 48 h / 20 °C

8: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0.17 h / 0 °C

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium fluoride dihydrate; ammonium acetate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; potassium acetate; caesium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; 5,5-dimethyl-1,3-cyclohexadiene; ethanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;

Reference yield:

y (1007881-98-2) → methyl ((S)-3-methyl-1-((S)-2-(5-(4-(2-((1S,2S)-2-((S)-2-methylpiperidine-1-carbonyl)cyclopentyl)-1H-imidazol-5-yl)-[1,1‘-biphenyl]-4-yl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)carbamate (1445589-42-3)

Guidance literature:

Multi-step reaction with 7 steps

1: ammonium acetate / 5,5-dimethyl-1,3-cyclohexadiene / 4 h / 140 °C / Sealed tube

2: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

3: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 20 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate / 1,4-dioxane / 80 °C / Inert atmosphere

5: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; potassium fluoride dihydrate / water; benzene; ethanol / 1 h / Inert atmosphere; Microwave irradiation

6: hydrogenchloride / water / 48 h / 20 °C

7: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0.17 h / 0 °C

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium fluoride dihydrate; ammonium acetate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; potassium acetate; caesium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; 5,5-dimethyl-1,3-cyclohexadiene; ethanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;

upstream raw materials:

(S)-N-(tert-butoxycarbonyl)proline methyl ester

y

(S)-tert-butyl 2-(5-(4-bromophenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate

((S)-1-{(S)-2-[5-(4-bromophenyl)-1H-imidazol-2-yl]pyrrolidine-1-carbonyl}-2-methylpropyl)carbamic acid methyl ester

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