(2-(2-(4-bromophenyl)-2-oxoethyl)) 1-(tert-butyl) (2S,4S)-4-methylpyrrolidine-1,2-dicarboxylate

Base Information

• Chemical Name: (2-(2-(4-bromophenyl)-2-oxoethyl)) 1-(tert-butyl) (2S,4S)-4-methylpyrrolidine-1,2-dicarboxylate
• CAS No.: 1250939-42-4
• Molecular Formula: C₁₉H₂₄BrNO₅
• Molecular Weight: 426.307
• Mol file: 1250939-42-4.mol

Synonyms:(2-(2-(4-bromophenyl)-2-oxoethyl)) 1-(tert-butyl) (2S,4S)-4-methylpyrrolidine-1,2-dicarboxylate

Chemical Property of (2-(2-(4-bromophenyl)-2-oxoethyl)) 1-(tert-butyl) (2S,4S)-4-methylpyrrolidine-1,2-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-(2-(4-bromophenyl)-2-oxoethyl)) 1-(tert-butyl) (2S,4S)-4-methylpyrrolidine-1,2-dicarboxylate

There total 4 articles about (2-(2-(4-bromophenyl)-2-oxoethyl)) 1-(tert-butyl) (2S,4S)-4-methylpyrrolidine-1,2-dicarboxylate 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: 99.0%

N-tert-Butyloxycarbonyl-(2S,4S)-4-methylproline (364750-81-2,871727-77-4) + para-bromophenacyl bromide (99-73-0,132309-76-3) → (2-(2-(4-bromophenyl)-2-oxoethyl)) 1-(tert-butyl) (2S,4S)-4-methylpyrrolidine-1,2-dicarboxylate (1250939-42-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 18h;

DOI:10.1021/ml300461f

Reference yield:

N-Boc-4-methylproline methyl ester (138512-73-9) → (2-(2-(4-bromophenyl)-2-oxoethyl)) 1-(tert-butyl) (2S,4S)-4-methylpyrrolidine-1,2-dicarboxylate (1250939-42-4)

Guidance literature:

Multi-step reaction with 2 steps

1: water; lithium hydroxide / ethanol / 5 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / acetonitrile / 5 h / 20 °C

With water; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In ethanol; acetonitrile;

Reference yield:

(2S,4S)-1-tert-butyl 2-methyl 4-methyl-5-oxopyrrolidine-1,2-dicarboxylate (196394-48-6) → (2-(2-(4-bromophenyl)-2-oxoethyl)) 1-(tert-butyl) (2S,4S)-4-methylpyrrolidine-1,2-dicarboxylate (1250939-42-4)

Guidance literature:

Multi-step reaction with 3 steps

1: borane dimethyl sulfide complex / tetrahydrofuran / 7 h / 40 °C

2: water; lithium hydroxide / ethanol / 5 h / 20 °C

3: N-ethyl-N,N-diisopropylamine / acetonitrile / 5 h / 20 °C

With borane dimethyl sulfide complex; water; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; ethanol; acetonitrile;

upstream raw materials:

N-tert-Butyloxycarbonyl-(2S,4S)-4-methylproline

para-bromophenacyl bromide

(2S,4S)-1-tert-butyl 2-methyl 4-methyl-5-oxopyrrolidine-1,2-dicarboxylate

N-Boc-4-methylproline methyl ester

Downstream raw materials:

C₁₉H₂₄BrN₃O₂

(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

C₄₄H₅₄N₈O₆S