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

• 124401-38-3 4-methyl-3-oxo-N-phenylpentanamide 
• 107-95-9 3-amino propanoic acid 
• 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 
• 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 isomers

The invention relates to a preparation method of atorvastatin calcium isomers [R-(R*,R*)]-2-(3-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-2-phenyl-4-[(aniline)carbonyl]-1H-pyrrole-1-calciumenanthate salt (IMP-1 for short) and [R-(R*,R*)]-3-(2-fluorophenyl)-beta, delta-dihydroxyl -5-(1-Methylethyl)-3-phenyl-4-[(anilino)carbonyl]-1H-pyrrole-1- calcium enanthate salt (IMP-2 for short). According to the preparation method, a preparation method of a reference substance is provided for the quality research of drugs, and an important guiding significance is provided for the safe medicationof atorvastatin calcium.

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.