(4E)-5-{4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl}-(3S)-3-(O-tert-butyldimethylsilyl)-4-pentenoic acid

Base Information

• Chemical Name: (4E)-5-{4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl}-(3S)-3-(O-tert-butyldimethylsilyl)-4-pentenoic acid
• CAS No.: 1045601-11-3
• Molecular Formula: C₂₆H₃₈FN₃O₅SSi
• Molecular Weight: 551.755
• Mol file: 1045601-11-3.mol

Synonyms:(4E)-5-{4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl}-(3S)-3-(O-tert-butyldimethylsilyl)-4-pentenoic acid

Chemical Property of (4E)-5-{4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl}-(3S)-3-(O-tert-butyldimethylsilyl)-4-pentenoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4E)-5-{4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl}-(3S)-3-(O-tert-butyldimethylsilyl)-4-pentenoic acid

There total 1 articles about (4E)-5-{4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl}-(3S)-3-(O-tert-butyldimethylsilyl)-4-pentenoic acid 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: 95.0%

(4E)-5-{4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl}-(3S)-3-hydroxy-4-pentenoic acid (910867-11-7) + tert-butyldimethylsilyl chloride (18162-48-6) → (4E)-5-{4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl}-(3S)-3-(O-tert-butyldimethylsilyl)-4-pentenoic acid (1045601-11-3)

Guidance literature:

tert-butyldimethylsilyl chloride; With potassium iodide; In N,N-dimethyl-formamide; at 25 - 60 ℃; for 0.5h;

(4E)-5-{4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl}-(3S)-3-hydroxy-4-pentenoic acid; With triethylamine; In N,N-dimethyl-formamide; at 60 ℃; for 2.66667h;

Reference yield:

(4E)-5-{4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl}-(3S)-3-(O-tert-butyldimethylsilyl)-4-pentenoic acid (1045601-11-3) + magnesium bis(3-ethoxy-3-oxopropanoate) (37517-78-5) → ethyl 6-(E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[N-methyl-N-methylsulfonylamino]pyrimidin-5-yl]-(5S)-5-(t-butyldimethylsilyloxy)-3-oxoheptenoate (1045601-10-2)

Guidance literature:

(4E)-5-{4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl}-(3S)-3-(O-tert-butyldimethylsilyl)-4-pentenoic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran;

magnesium bis(3-ethoxy-3-oxopropanoate); In tetrahydrofuran; for 20h;

With sodium carbonate; In water; ethyl acetate; toluene; Product distribution / selectivity;

upstream raw materials:

(4E)-5-{4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl}-(3S)-3-hydroxy-4-pentenoic acid

tert-butyldimethylsilyl chloride

Downstream raw materials:

ethyl 6-(E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[N-methyl-N-methylsulfonylamino]pyrimidin-5-yl]-(5S)-5-(t-butyldimethylsilyloxy)-3-oxoheptenoate