124401-38-3

Basic information

• Product Name: N-Phenyl-isobutyloylacetamide
• Synonyms: N-PHENYL-ISOBUTYLOYLACETAMIDE;N-PHENYL ISOBUTYRYLACETAMIDE;4-Methyl-3-oxopentanoic acid anilide;4-methyl-3-oxo-n-phenyl-pentanamide;4-methyl-3-oxopentanoic acid phenylamide;4-METHYL-3-OXO-PENTANOIC PHENYLAMIDE;Isobutyrylacetanilide;N-PhNeyl-isobutyloyl Acetamide
• CAS NO: 124401-38-3
• Molecular Formula: C₁₂H₁₅NO₂
• Molecular Weight: 205.25
• EINECS: 1308068-626-2
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Aromatics Compounds;Aromatics;Miscellaneous Reagents;Atorvastatin intermediates;INTERMEDIATES OF ATORVASTATIN
• Mol File: 124401-38-3.mol

Chemical Properties

• Boiling Point: 384.409 °C at 760 mmHg
• Flash Point: 159°C
• Appearance: Yellow oil
• Density: 1.103
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.548
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Metahnol (Slightly)
• PKA: 12.14±0.46(Predicted)
• CAS DataBase Reference: N-Phenyl-isobutyloylacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Phenyl-isobutyloylacetamide(124401-38-3)
• EPA Substance Registry System: N-Phenyl-isobutyloylacetamide(124401-38-3)

Safety Data

• Hazardous Substances Data: 124401-38-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
N-Phenyl-isobutyloylacetamide is used as a synthetic intermediate for the production of a wide range of organic compounds. Its unique chemical structure allows it to be a versatile building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
Within the pharmaceutical industry, N-Phenyl-isobutyloylacetamide is used as a key component in the development of new drugs. Its incorporation into drug molecules can potentially enhance their efficacy, selectivity, and pharmacokinetic properties, leading to improved therapeutic outcomes for patients.
Used in Agrochemical Industry:
In the agrochemical sector, N-Phenyl-isobutyloylacetamide is employed as a starting material for the synthesis of novel pesticides and other crop protection agents. Its use in this industry can contribute to the development of more effective and environmentally friendly solutions for agricultural challenges.
Used in Specialty Chemicals:
N-Phenyl-isobutyloylacetamide also finds application in the specialty chemicals industry, where it is used to create compounds with specific properties tailored for various industrial applications, such as dyes, additives, and coatings. Its versatility and reactivity make it a valuable asset in the development of innovative products with unique performance characteristics.

InChI:InChI=1/C12H15NO2/c1-9(2)11(14)8-12(15)13-10-6-4-3-5-7-10/h3-7,9H,8H2,1-2H3,(H,13,15)

Synthetic route

Methyl 4-methyl-3-oxopentanoate (42558-54-3) + aniline (62-53-3) → 4-methyl-3-oxo-N-phenylpentanamide (124401-38-3)

Conditions	Yield
With dmap at 100℃; for 16h;	96.4%
With triethylamine at 80 - 125℃;	92.7%
With sodium hydroxide In neat (no solvent) at 135℃; for 12h;	92%

aniline (62-53-3) + isobutyryl Meldrum's acid → 4-methyl-3-oxo-N-phenylpentanamide (124401-38-3)

Conditions	Yield
In toluene Acylation; ring cleavage; Heating;	96%

aniline (62-53-3) + ethyl 4-methyl-3-oxo-pentanoate (7152-15-0) → 4-methyl-3-oxo-N-phenylpentanamide (124401-38-3)

Conditions	Yield
With triethylamine In toluene for 4h; Reflux;	92%
In toluene for 3h; Reflux;	81%
With acetic acid In toluene for 4h; Heating;	66%
With pyridine In toluene for 16h; Reflux;

C21H31N3O4 (1236069-48-9) → 4-methyl-3-oxo-N-phenylpentanamide (124401-38-3)

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 20℃; for 0.666667h;	88%

ethyl 4-methyl-3-oxo-pentanoate (7152-15-0) → 4-methyl-3-oxo-N-phenylpentanamide (124401-38-3)

Conditions	Yield
With aniline In acetic acid; ethyl acetate; toluene	66%

Methyl 4-methyl-3-oxopentanoate (42558-54-3) → 4-methyl-3-oxo-N-phenylpentanamide (124401-38-3)

Conditions	Yield
With ethylenediamine; aniline In water; toluene
With aniline In water; ethylenediamine; toluene

toluene-water + Methyl 4-methyl-3-oxopentanoate (42558-54-3) → 4-Methyl-3-oxo N phenylpentamide + 4-methyl-3-oxo-N-phenylpentanamide (124401-38-3)

Conditions	Yield
With ethylenediamine; aniline In water; toluene

toluene-water + Methyl 4-methyl-3-oxopentanoate (42558-54-3) → 4-Methyl-3-oxo-N-phenylpentamide + 4-methyl-3-oxo-N-phenylpentanamide (124401-38-3)

Conditions	Yield
With ethylenediamine; aniline In water; toluene

3-methyl-butan-2-one (563-80-4) + phenyl isocyanate (103-71-9) → 4-methyl-3-oxo-N-phenylpentanamide (124401-38-3)

Conditions	Yield
With sodium hydride In toluene; mineral oil Inert atmosphere; Reflux;

3-methyl-butan-2-one (563-80-4) → 4-methyl-3-oxo-N-phenylpentanamide (124401-38-3)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydride / 1,4-dioxane; mineral oil / 0.17 h / 20 °C 1.2: 3 h / 50 °C 2.1: triethylamine / toluene / 6 h / 70 - 120 °C View Scheme
Multi-step reaction with 2 steps 1: potassium tert-butylate / tetrahydrofuran / 8 h / 60 °C / Inert atmosphere 2: ethylenediamine / 5,5-dimethyl-1,3-cyclohexadiene / 4 h / 140 - 150 °C / Inert atmosphere View Scheme

isobutyrylacetic acid (5650-76-0) + aniline (62-53-3) → 4-methyl-3-oxo-N-phenylpentanamide (124401-38-3)

Conditions	Yield
With triethylamine In toluene at 85℃; for 4h;	67 g

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) → 2,2-Difluoro-4-methyl-3-oxo-N-phenylpentanamide (1439365-82-8)

Conditions	Yield
With Selectfluor In water; acetonitrile at 20℃; for 16h; Schlenk technique; Sealed tube; chemoselective reaction;	99%
With 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2 2 2]octane bis(tetrafluoroborate); potassium carbonate In water at 20℃; for 15h;	94%

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) → 2-fluoro-4-methyl-3-oxo-N-phenylpentanamide (1026394-65-9)

Conditions	Yield
With Selectfluor In PEG-400 at 60℃; for 17h;	96%
With Selectfluor In water; acetonitrile at 20℃; for 4h; Schlenk technique; Sealed tube; chemoselective reaction;	94%

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) → C12H16N2O

Conditions	Yield
With ammonium carbamate In methanol at 20℃;	96%

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) + benzaldehyde (100-52-7) → 4-methyl-3-oxo-N-phenyl-2-(phenylmethylene)pentanamide (125971-57-5)

Conditions	Yield
With 4-amino-phenol; acetic acid In hexane for 24h; Reflux;	94%
With acetic acid; 3-amino propanoic acid In hexane Heating;	85%
With ionic tagged amine supported on magneticnanoparticle In water at 80℃; for 4h; Knoevenagel Condensation;	84%

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) + benzohydroximoyl chloride (698-16-8) → 5-isopropyl-N,3-diphenylisoxazole-4-carboxamide

Conditions	Yield
With triethylamine; N,N,N',N'-tetramethylguanidine In methanol at 80℃; for 48h; Inert atmosphere;	93%
With triethylamine; N,N,N',N'-tetramethylguanidine In methanol at 80℃; for 48h; regioselective reaction;	72%

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) → 2-bromo-4-methyl-3-oxo-pentanoic acid phenylamide (807361-46-2)

Conditions	Yield
With N-Bromosuccinimide In acetone for 3h;	92%
With bromine In chloroform for 0.5h;	80%

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) + N-phenylbenzohydrazonoyl chloride (15424-14-3) → 5-isopropyl-N,1,3-triphenyl-1H-pyrazole-4-carboxamide

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃; for 72h; Inert atmosphere; Green chemistry;	92%
With dmap; triethylamine In chloroform at 80℃; for 48h; regioselective reaction;	92%

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) + benzaldehyde (100-52-7) → 4-Methyl-3-oxo-N-phenyl-2(phenylmethylene)pentanamide (222320-29-8)

Conditions	Yield
With acetic acid; 3-amino propanoic acid In hexane Heating;	90%
With acetic acid In toluene

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) + 2-diazo-5-methylcyclohexane-1,3-dione (158836-48-7) → (E)-3-(1-hydroxy-2-methylpropylidene)-6-methyl-3,5,6,7-tetrahydrobenzofuran-2,4-dione

Conditions	Yield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; acetic acid In 1,2-dichloro-ethane at 70℃; for 4h; Inert atmosphere; chemoselective reaction;	90%

diazodimedone (1807-68-7) + 4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) → (E)-3-(1-hydroxy-2-methylpropylidene)-6,6-dimethyl-3,5,6,7-tetrahydrobenzofuran-2,4-dione

Conditions	Yield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; acetic acid In 1,2-dichloro-ethane at 70℃; for 4h; Inert atmosphere; chemoselective reaction;	89%

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) + benzaldehyde (100-52-7) → 4-methyl-3-oxo-N-phenyl-2-(phenylmethylene) pentanamide (222320-17-4)

Conditions	Yield
With amine functionalized silica coated Fe3O4 nanoparticles In water at 20℃; for 0.416667h; Knoevenagel Condensation; Sonication; Green chemistry;	87%
With acetic acid; 3-amino propanoic acid In toluene at 130℃; for 12h;	29.18%

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) + 2,6-di-tert-butyl-4-(2-hydroxybenzylidene)-2,5-cyclohexadiene-1-one → C33H43NO4

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 48h; Inert atmosphere;	87%

3-Phenyl-2-propyn-1-ol (1504-58-1) + 4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) → 3-iso-butyryl-1,4-diphenyl-2-pyridone (1416150-78-1)

Conditions	Yield
With 2-tert-butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine; ruthenium(IV) oxide hydrate; oxygen In tetrahydrofuran under 760.051 Torr; for 12h; Reflux; regioselective reaction;	86%

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) + 2-diazo-5-furan-2-yl-cyclohexane-1,3-dione → (E)-6-(furan-2-yl)-3-(1-hydroxy-2-methylpropylidene)-3,5,6,7-tetrahydrobenzofuran-2,4-dione

Conditions	Yield
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; acetic acid In 1,2-dichloro-ethane at 70℃; for 4h; Inert atmosphere; chemoselective reaction;	86%

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) + cyclohexylamine (108-91-8) → 3-(cyclohexylamino)-4-methylpent-2(E)-enoic acid anilide (124401-40-7)

Conditions	Yield
With acetic acid In toluene for 20h; Heating;	82%

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) + 1-(4-fluoro-phenyl)-2-hydroxy-2-phenylethanone (88522-72-9) → 5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylic acid phenylamide

Conditions	Yield
With ammonium acetate In acetic acid at 110 - 120℃; for 2h;	81%

2-bromo-1-(4-fluorophenyl)-2-phenylethan-1-one (88675-31-4) + 4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) → 1-(4-fluorophenyl)-2-phenylethanone (347-84-2) + 2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxopentanoic acid phenylamide (125971-96-2)

Conditions	Yield
With potassium carbonate In acetone at 20℃; for 5h; Reagent/catalyst; Time; Darkness;	A n/a B 80%

2-bromo-1-(4-fluorophenyl)-2-phenylethan-1-one (88675-31-4) + 4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) → 2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxopentanoic acid phenylamide (125971-96-2)

Conditions	Yield
With potassium carbonate In acetone for 2h; Reflux;	78%
With potassium carbonate In acetone at 18.5 - 26℃; Product distribution / selectivity;	77.7%
With potassium carbonate In acetone at 18 - 26℃;	74%

(2-nitroethenyl)benzene (102-96-5) + 4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) + aniline (62-53-3) → 2-isopropyl-N,1,4-triphenyl-1H-pyrrole-3-carboxamide

Conditions	Yield
With zirconocene dichloride In ethanol at 80℃; for 1.5h;	75%

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) + propargyl alcohol (107-19-7) → 2-isopropyl-4-methyl-N-phenylfuran-3-carboxamide

Conditions	Yield
With triethylamine; silver carbonate In acetonitrile at 80℃; for 12h; Inert atmosphere; Molecular sieve; regioselective reaction;	75%

2-chloro-1-(4-fluorophenyl)-2-phenylethan-1-one (62148-67-8) + 4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) → 2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxopentanoic acid phenylamide (125971-96-2)

Conditions	Yield
With potassium carbonate In acetone at 25 - 60℃; Reflux;	74%

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) + benzalacetophenone (94-41-7) → 2-isopropyl-N,4,6-triphenylnicotinamide (1398101-64-8)

Conditions	Yield
With ammonium cerium (IV) nitrate; ammonium acetate In ethanol at 50℃; for 24h;	74%

4-fluoro-β-nitrostyrene (5153-69-5, 706-08-1) + 4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) + aniline (62-53-3) → 4-(4-fluorophenyl)-2-isopropyl-N,1-diphenyl-1H-pyrrole-3-carboxamide (122223-62-5)

Conditions	Yield
With zirconocene dichloride In ethanol at 80℃; for 1.5h;	74%

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) + 2,6-di-tert-butyl-4-(2-hydroxybenzylidene)-2,5-cyclohexadiene-1-one → C33H39NO3

Conditions

Yield

Stage #1: 4-methyl-3-oxo-N-phenylpentanamide; 2,6-di-tert-butyl-4-(2-hydroxybenzylidene)cyclohex-2,5-diene-1-one With 3-((3,5-bis(trifluoromethyl)phenyl)amino)-4-(((S)-(6-methoxyquinoline-4-yl))((1S,2S,4S,5R-5-vinylquinuclidine-2-yl)methyl)amino)cyclobutan-3-ene-1,2-dione In dichloromethane at 20℃; for 72h; Stage #2: With toluene-4-sulfonic acid In toluene at 110℃; for 1h; enantioselective reaction;

74%

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) → 2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxopentanoic acid phenylamide (125971-96-2)

Conditions	Yield
With potassium carbonate In isopropyl alcohol at 10 - 45℃; Product distribution / selectivity;	73%
Multi-step reaction with 2 steps 1: β-alanine; glacial acetic acid / hexane / Heating 2: 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide; triethylamine / ethanol / Heating View Scheme
Multi-step reaction with 2 steps 1.1: acetic acid; 4-amino-phenol / hexane / 24 h / Reflux 2.1: triethylamine; 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide / neat (no solvent) / 16 h / 75 °C / Inert atmosphere 2.2: 4 h / 25 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: glycine; acetic acid / n-heptane / 8 h / Inert atmosphere; Reflux 2: 10 h / 20 °C / Inert atmosphere View Scheme

4-methyl-β-nitrostyrene (7559-36-6) + 4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) + aniline (62-53-3) → 2-isopropyl-N,1-diphenyl-4-p-tolyl-1H-pyrrole-3-carboxamide

Conditions	Yield
With zirconocene dichloride In ethanol at 80℃; for 1.5h;	73%

Upstream product

• 62-53-3 aniline 
• 7152-15-0 ethyl 4-methyl-3-oxo-pentanoate 
• 42558-54-3 Methyl 4-methyl-3-oxopentanoate 
• 1236069-48-9 C₂₁H₃₁N₃O₄ 
• 563-80-4 3-methyl-butan-2-one 
• 103-71-9 phenyl isocyanate 
• 5650-76-0 isobutyrylacetic acid 

Downstream Products

• 124401-40-7 3-(cyclohexylamino)-4-methylpent-2(E)-enoic acid anilide 
• 125971-57-5 4-methyl-3-oxo-N-phenyl-2-(phenylmethylene)pentanamide 
• 124401-39-4 3-(isopropylamino)-4-methylpent-2(E)-enoic acid anilide 
• 222412-73-9 (Z)-4-methyl-3-oxo-N-phenyl-2-([2H₅]phenylmethylene)pentamide 
• 222412-74-0 C₁₂⁽¹³⁾C₇H₁₉NO₂ 
• 222320-29-8 4-Methyl-3-oxo-N-phenyl-2(phenylmethylene)pentanamide 
• 125971-96-2 2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxopentanoic acid phenylamide 
• 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 
• 222412-75-1 (+/-)-4-fluoro-α-(2-methyl-1-oxopropyl)-γ-oxo-N-phenyl-β-[2H5]phenylbenzenebutaneamide 
• 222412-78-4 [4R-cis]-1,1-dimethylethyl-6-[2-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-[2H₅]phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxane-4-acetate 
• 124401-48-5 1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrole-3-carboxaldehyde 
• 124401-46-3 1,2-diisopropyl-3-(hydroxymethyl)-4-(4-fluorophenyl)-1H-pyrrole 

Relevant articles and documents

α-Unsubstituted Pyrroles by NHC-Catalyzed Three-Component Coupling: Direct Synthesis of a Versatile Atorvastatin Derivative

A practical one-pot cascade reaction protocol provides direct access to valuable 1,2,4-trisubstituted pyrroles. The process involves an N-heterocyclic carbene (NHC)-catalyzed Stetter-type hydroformylation using glycolaldehyde dimer as a novel C1 building-block, followed by a Paal-Knorr condensation with primary amines. The reaction makes use of simple and commercially available starting-materials and catalyst, an important feature regarding applicability and utility. Low catalyst loading under mild reaction conditions afforded a variety of 1,2,4-substituted pyrroles in a transition-metal-free reaction with high step economy and good yields. This methodology is applied in the synthesis of a versatile Atorvastatin precursor, in which a variety of modifications at the pyrrole core structure are possible.

An efficient synthesis of highly substituted pyrrole and bis pyrrole derivatives

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Ru-NHC-Catalyzed Asymmetric Hydrogenation of 2-Quinolones to Chiral 3,4-Dihydro-2-Quinolones

Direct enantioselective hydrogenation of unsaturated compounds to generate chiral three-dimensional motifs is one of the most straightforward and important approaches in synthetic chemistry. We realized the Ru(II)-NHC-catalyzed asymmetric hydrogenation of 2-quinolones under mild reaction conditions. Alkyl-, aryl- and halogen-substituted optically active dihydro-2-quinolones were obtained in high yields with moderate to excellent enantioselectivities. The reaction provides an efficient and atom-economic pathway to construct simple chiral 3,4-dihydro-2-quinolones. The desired products could be further reduced to tetrahydroquinolines and octahydroquinolones.

Atorvastatin Derived HMG-CoA Reductase Degradation Inducing Compound

The present invention relates to a HMG-CoA reductase degradation-inducing compound and, more specifically, to a bifunctional compound in which atorvastatin and E3 ubiquitin ligase binding moiety are chemically linked as HMG-CoA reductase binding moiety, to a production method thereof, to a HMG-CoA reductase degradation method using the same, and to a pharmaceutical composition for preventing or treating HMG-CoA reductase-related diseases, comprising the same.

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.

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.

Synthesis of Indoles and Pyrroles Utilizing Iridium Carbenes Generated from Sulfoxonium Ylides

Metal carbenes can undergo a myriad of synthetic transformations. Sulfur ylides are potential safe precursors of metal carbenes. Herein, we report cascade reactions that involve carbenoids derived from sulfoxonium ylides for the efficient and regioselective synthesis of indoles and pyrroles. The tandem action of iridium and Br?nsted acid catalysts enables rapid assembly of the heterocycles from unmodified anilines or readily accessible enamines under microwave irradiation. The key mechanistic steps are the catalytic transformation of the sulfoxonium ylide into an iridium–carbene complex, followed by N?H or C?H functionalization of an aniline or enamine, respectively, and a final acid-catalyzed cyclization. The present method was successfully applied to the synthesis of the densely functionalized pyrrole subunit of atorvastatin.

Eco-friendly aftertreatment method of 4-methyl-3-oxo-N-phenylvaleramide

The invention discloses an eco-friendly aftertreatment method of 4-methyl-3-oxo-N-phenylvaleramide. The method comprises that methyl isobutyrylacetate and aniline undergo a condensation reaction, then the reaction liquid is subjected to pressure reduction condensation, aniline is recovered, the reaction products crystallize in water, the crystals are filtered and dried so that 4-methyl-3-oxo-N-phenylvaleramide is obtained, residual aniline in the water is recovered and recycled and the crystallization mother liquor is recycled. The method can be operated simply, realizes easy recovery of aniline, has an aniline recovery rate greater than or equal to 90%, only utilizes water, is free of other organic solvents, prevents low-boiling point and toxic organic solvent use and exhaust gas discharge, produces the product with less impurity content of 99.5% and reduces three-waste discharge in the whole process.

COMPOUNDS ACTIVE TOWARDS BROMODOMAINS

Disclosed are compounds towards bromodomains, pharmaceutical compositions containing the compounds and use of the compounds in therapy.

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.