(-)-(4R)-(1H-indol-3-yl)-2-oxo-4-(4-bromophenyl)butyric acid methyl ester

Base Information

• Chemical Name: (-)-(4R)-(1H-indol-3-yl)-2-oxo-4-(4-bromophenyl)butyric acid methyl ester
• CAS No.: 1037443-25-6
• Molecular Formula: C₁₉H₁₆BrNO₃
• Molecular Weight: 386.245
• Mol file: 1037443-25-6.mol

Synonyms:(-)-(4R)-(1H-indol-3-yl)-2-oxo-4-(4-bromophenyl)butyric acid methyl ester

Chemical Property of (-)-(4R)-(1H-indol-3-yl)-2-oxo-4-(4-bromophenyl)butyric acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (-)-(4R)-(1H-indol-3-yl)-2-oxo-4-(4-bromophenyl)butyric acid methyl ester

There total 3 articles about (-)-(4R)-(1H-indol-3-yl)-2-oxo-4-(4-bromophenyl)butyric acid methyl ester 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: 90.0%

indole (120-72-9) + 4-(4-bromophenyl)-2-oxo-3-butenoic acid methyl ester (104093-34-7,608128-34-3) → (-)-(4R)-(1H-indol-3-yl)-2-oxo-4-(4-bromophenyl)butyric acid methyl ester (1037443-25-6)

Guidance literature:

With C₃₅H₄₈N₄O₄; samarium(III) trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 3h; optical yield given as %ee; Inert atmosphere;

DOI:10.1021/ol902587t

Reference yield:

indole (120-72-9) + 4-(4-bromophenyl)-2-oxo-3-butenoic acid methyl ester (104093-34-7,608128-34-3) → (-)-(4R)-(1H-indol-3-yl)-2-oxo-4-(4-bromophenyl)butyric acid methyl ester (1037443-25-6) + (+)-4-(1H-indol-3-yl)-2-oxo-4-(4-bromophenyl)butyric acid methyl ester (1201664-61-0)

Guidance literature:

4-(4-bromophenyl)-2-oxo-3-butenoic acid methyl ester; With 3,4-bis((S)-1-((S)-4,5-dihydro-4-phenyloxazol-2-yl)-2-methylpropylamino)cyclobut-3-ene-1,2-dione; zinc trifluoromethanesulfonate; In chloroform; toluene; at 20 ℃; Inert atmosphere;

indole; In chloroform; toluene; at 0 ℃; for 4h; Overall yield = 82 %; Overall yield = 63.0 mg; enantioselective reaction;

DOI:10.1016/j.tetasy.2014.05.011

Reference yield:

C19H16BrNO3 → (-)-(4R)-(1H-indol-3-yl)-2-oxo-4-(4-bromophenyl)butyric acid methyl ester (1037443-25-6)

Guidance literature:

With silica gel; In cyclohexane; ethyl acetate; optical yield given as %ee;

DOI:10.1002/chem.200701908

upstream raw materials:

indole

4-(4-bromophenyl)-2-oxo-3-butenoic acid methyl ester