(S)-tert-butyl 4-methyl-2-(5-(4-((trimethylsilyl)ethynyl)phenyl)-1H-imidazol-2-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate

Base Information

• Chemical Name: (S)-tert-butyl 4-methyl-2-(5-(4-((trimethylsilyl)ethynyl)phenyl)-1H-imidazol-2-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate
• CAS No.: 1352393-14-6
• Molecular Formula: C₂₄H₃₁N₃O₂Si
• Molecular Weight: 421.615

Synonyms:(S)-tert-butyl 4-methyl-2-(5-(4-((trimethylsilyl)ethynyl)phenyl)-1H-imidazol-2-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate

Chemical Property of (S)-tert-butyl 4-methyl-2-(5-(4-((trimethylsilyl)ethynyl)phenyl)-1H-imidazol-2-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl 4-methyl-2-(5-(4-((trimethylsilyl)ethynyl)phenyl)-1H-imidazol-2-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate

There total 6 articles about (S)-tert-butyl 4-methyl-2-(5-(4-((trimethylsilyl)ethynyl)phenyl)-1H-imidazol-2-yl)-2,5-dihydro-1H-pyrrole-1-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: 55.0%

(S)-tert-butyl 2-(5-(4-bromophenyl)-1H-imidazol-2-yl)-4-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate (1352393-13-5) + trimethylsilylacetylene (1066-54-2) → (S)-tert-butyl 4-methyl-2-(5-(4-((trimethylsilyl)ethynyl)phenyl)-1H-imidazol-2-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate (1352393-14-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triphenylphosphine; In tetrahydrofuran; Inert atmosphere; Reflux;

Reference yield:

(S)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate (102195-80-2) → (S)-tert-butyl 4-methyl-2-(5-(4-((trimethylsilyl)ethynyl)phenyl)-1H-imidazol-2-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate (1352393-14-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.33 h / -78 °C

1.2: 3 h / -78 °C

2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 2.5 h / 95 °C / Inert atmosphere

3.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 20 °C

3.2: pH 3

4.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 °C

5.1: triethylamine; ammonium acetate / xylene / 2 h / 140 °C / sealed tube

6.1: N-ethyl-N,N-diisopropylamine / triphenylphosphine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / Inert atmosphere; Reflux

With lithium hydroxide monohydrate; ammonium acetate; water; sodium hexamethyldisilazane; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; water; acetonitrile; xylene; 6.1: Sonogashira Coupling;

Reference yield:

(S)-4-trifluoromethanesulfonyloxy-2,5-dihydro-pyrrole-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (462125-00-4) → (S)-tert-butyl 4-methyl-2-(5-(4-((trimethylsilyl)ethynyl)phenyl)-1H-imidazol-2-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate (1352393-14-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 2.5 h / 95 °C / Inert atmosphere

2.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 20 °C

2.2: pH 3

3.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 °C

4.1: triethylamine; ammonium acetate / xylene / 2 h / 140 °C / sealed tube

5.1: N-ethyl-N,N-diisopropylamine / triphenylphosphine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / Inert atmosphere; Reflux

With lithium hydroxide monohydrate; ammonium acetate; water; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; water; acetonitrile; xylene; 5.1: Sonogashira Coupling;

upstream raw materials:

(S)-tert-butyl 2-(5-(4-bromophenyl)-1H-imidazol-2-yl)-4-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate

trimethylsilylacetylene

(S)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate

(S)-4-trifluoromethanesulfonyloxy-2,5-dihydro-pyrrole-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

Downstream raw materials:

6-((4-(2-((S)-4-methyl-2,5-dihydro-1H-pyrrol-2-yl)-1H-imidazol-5-yl)phenyl)ethynyl)-2-((S)-pyrrolidin-2-yl)-1H-benzo[d]imidazole

methyl N-[(2S)-1-[(2S)-2-{6-[2-(4-{2-[(2S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl]-4-methyl-2,5-dihydro-1H-pyrrol-2-yl]-1H-imidazol-5-yl}phenyl)ethynyl]-1H-1,3-benzodiazol-2-yl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate

(S)-tert-butyl 2-(5-(4-ethynylphenyl)-1H-imidazol-2-yl)-4-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate

(S)-tert-butyl 2-(5-(4-((4-(2-((S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)-1H-imidazol-5-yl)phenyl)ethynyl)phenyl)-1H-imidazol-2-yl)-4-methyl-2,5-dihydro-1H-pyrrole-1-carboxylate

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 1352393-14-6 (S)-tert-butyl 4-methyl-2-(5-(4-((trimethylsilyl)ethynyl)phenyl)-1H-imidazol-2-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate

Send

Send

Metric Ton KG G Pound L ML

Send

Send