125971-57-5

Basic information

• Product Name: 2-Benzylidene isobutyryl acetanilide
• Synonyms: 4-METHYL-3-OXO-N-PHENYL-2-(PHENYLMETHYLENE)PENTANAMIDE;2-Benzylidene isobutyryl acetanilide;2-BENZYLIDENE-N-PHENYL-ISOBUTYLOYLACETAMIDE;2-Benylidine isobutyryl acetanilide;4-METHYL-3-OXO-N-PHENYL-2-(PHENYLMETHYLENE)-PENTAN;2-Isobutyryl-N-phenyl-3-phenylacrylamide;2-Isobutyryl-N-phenyl-3-phenylacrylamide (E/Z mixture);4-Methyl-3-oxo-N-phenyl-2-(phenylMethylidene)pentanaMide
• CAS NO: 125971-57-5
• Molecular Formula: C₁₉H₁₉NO₂
• Molecular Weight: 293.36
• EINECS: 1312995-182-4
• Product Categories: API intermediates;Aromatics;Intermediates
• Mol File: 125971-57-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 143-154°C
• Boiling Point: 519.4ºC at 760 mmHg
• Flash Point: 188.7ºC
• Appearance: /
• Density: 1.151 g/cm3
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.622
• Storage Temp.: 2-8°C
• PKA: 12.23±0.70(Predicted)
• CAS DataBase Reference: 2-Benzylidene isobutyryl acetanilide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzylidene isobutyryl acetanilide(125971-57-5)
• EPA Substance Registry System: 2-Benzylidene isobutyryl acetanilide(125971-57-5)

Safety Data

• Hazardous Substances Data: 125971-57-5(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Intermediate for the synthesis of pyrrole derivatives.

InChI:InChI=1/C19H19NO2/c1-14(2)18(21)17(13-15-9-5-3-6-10-15)19(22)20-16-11-7-4-8-12-16/h3-14H,1-2H3,(H,20,22)/b17-13+

Upstream product

• 5650-76-0 isobutyrylacetic acid 
• 563-80-4 3-methyl-butan-2-one 
• 62-53-3 aniline 
• 42558-54-3 Methyl 4-methyl-3-oxopentanoate 
• 124401-38-3 4-methyl-3-oxo-N-phenylpentanamide 
• 107-95-9 3-amino propanoic acid 
• 100-52-7 benzaldehyde 

Downstream Products

• 134395-00-9 (3R,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-phenylcarbamoylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid t-butyl ester 
• 125971-95-1 tert-butyl (4R,6R)-6-{2-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]ethyl}-2,2-dimethyl-1,3-dioxane-4-acetate 
• 134523-00-5 atorvastatin 
• 110862-46-9 5-(4-fluorophenyl)-2-(1-methylethyl)-1-(3-oxopropyl)-N,4-diphenyl-1H-pyrrole-3-carboxamide 
• 472967-95-6 tert-butyl (4S,6S)-6-{2-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]ethyl}-2,2-dimethyl-1,3-dioxane-4-acetate 
• 1797905-42-0 C₂₆H₂₄FNO₃ 
• 1099474-28-8 (4R-cis)-1,1-Dimethylethyl 6-[2[2-(fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxane-4-acetate 

Relevant articles and documents

The convergent synthesis of CI-981, an optically active, highly potent, tissue selective inhibitor of HMG-CoA reductase

The synthesis of CI-981 is described starting from isobutyrylacetanilide (3) and the key chiral intermediate 2.

Preparation method of atorvastatin calcium

The invention belongs to the technical field of medicine preparation and particularly relates to a patent application about a novel preparation method of atorvastatin calcium. The method includes steps of preparing intermediates including: 2-methyl-3-carbonyl-methyl pentanoate, 2-methyl-3,5-dicarbonyl-5-anilino-butane, 4-methyl-3-oxo-N-phenyl-2-benzylidene pentanamide, 4-(4-fluorophenyl)-2-(2-methylpropionyl)-4-oxo-N-beta-diphenyl butyrylamide. The preparation method employs cheap and easy-to-obtained raw materials, has simple reactions and operations, and has great industrial application prospect. In conclusion, the preparation method has high reaction efficiency and product yield, is good in repeatability, is suitable for industrial production and has great application value and promotion and application significance.

The total synthesis of calcium atorvastatin

A practical and convergent asymmetric route to calcium atorvastatin (1) is reported. The synthesis of calcium atorvastatin (1) was performed using the remote 1,5-anti asymmetric induction in the boron-mediated aldol reaction of β-alkoxy methylketone (4) with pyrrolic aldehyde (3) as a key step. Calcium atorvastatin was obtained from aldehyde (3) after 6 steps, with a 41% overall yield.