2-(2-(4-fluorophenyl)-2-oxo-1-phenylethyl)-4-methyl-3-oxo-N-phenylpentanamide

Base Information

• Chemical Name: 2-(2-(4-fluorophenyl)-2-oxo-1-phenylethyl)-4-methyl-3-oxo-N-phenylpentanamide
• CAS No.: 125971-96-2
• Molecular Formula: C26H24FNO3
• Molecular Weight: 417.48
• Hs Code.: 2924299090
• European Community (EC) Number: 425-850-3,603-107-6
• UNII: KV1O5ZTN5T
• DSSTox Substance ID: DTXSID10925331
• Nikkaji Number: J1.927.840I
• Mol file: 125971-96-2.mol

Synonyms:125971-96-2;2-(2-(4-fluorophenyl)-2-oxo-1-phenylethyl)-4-methyl-3-oxo-N-phenylpentanamide;2[2-(4-Fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxo-pentanoic acid phenylamide;2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxo-N-phenylpentanamide;4-Fluoro-Alpha-(2-Methyl-1-Oxopropyl)-Gamma-Oxo-N,Beta-Diphenylbenzene Butaneamide;KV1O5ZTN5T;MFCD04117986;EC 425-850-3;4-FLUORO-ALPHA-(2-METHYL-1-OXOPROPYL)-GAMMA-OXO-N,BETA-DIPHENYL-BENZENEBUTANAMIDE;4-(4-fluorophenyl)-2-(2-methyl-1-oxopropyl)-4-oxo-3,N-diphenylbutanamide;Benzenebutanamide, 4-fluoro--(2-methyl-1-oxopropyl)--oxo-N,-diphenyl-;4-Fluoro-alpha-(2-methyl-1-oxopropyl)-gamma-oxo-N,beta-diphenyl-d5-benzenebutanamide;Benzenebutanamide, 4-fluoro-alpha-(2-methyl-1-oxopropyl)-gamma-oxo-N,beta-diphenyl-;C26H24FNO3;4-fluoro-alpha-[2-methyl-1-oxopropyl]-gamma-oxo-N,beta-diphenylbenzene butaneamide;2-[2-(4-Fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxopentanoic acid phenylamide;4-Fluoro-alpha-(2-methyl-1-oxopropyl)-gamma-oxo-N,beta-diphenylbenzenebutanamide;UNII-KV1O5ZTN5T;SCHEMBL456631;DTXSID10925331;AKOS015840719;AC-1553;AM90284;CS-T-24126;CS-W003198;ATORVASTATIN DIKETO AMIDE IMPURITY;AS-13101;SY023617;SL-000193;FT-0618500;J-005311;4-Fluoro-?-(2-methyl-1-oxopropyl)-?-oxo-N,?-diphenyl-benzenebutanamide;N-Phenyl-2-(alpha-phenyl-4-fluorophenacyl)-3-oxo-4-methylpentanamide;(+/-)-4-fluoro-a-[2-methyl-1-oxopropyl ]-gamma-oxo-N,beta--diphenylbenzenebutaneamide;(+/-)-4-fluoro-alpha-(2-methyl-1-oxopropyl)-gamma-oxo-N,beta-diphenyl benzenebutane amide;(+/-)-4-fluoro-alpha-(2-methyl-1-oxopropyl)-gamma-oxo-N,beta-diphenyl benzenebutane-amide;(+/-)-4-fluoro-alpha-[2-methyl-1-oxopropyl]-gamma-oxo-N, beta-diphenylbenzenebutaneamide;(+/-)-4-fluoro-alpha-[2-methyl-1-oxopropyl]-gamma-oxo-N,beta-diphenylbenzenebutane-amide;(+/-)-4-fluoro-alpha-[2-methyl-1-oxopropyl]-gamma-oxo-N,beta-diphenylbenzenebutaneamide;(+/-)-4-fluoro-alpha-[2-methyl-1-oxopropyl]-gammaoxo-N,beta-diphenylbenzenebutaneamide;(+/-)-4-fluoroalpha-[2-methyl-1-oxopropyl]-gamma-oxo-N,beta-diphenylbenzenebutaneamide;(+/-)4-fluoro-alpha-[2-methyl-1-oxopropyl]-gamma-oxo-N,beta-di-phenylbenzenebutaneamide;(+/-)4-fluoro-alpha-[2-methyl-1-oxopropyl]-gamma-oxo-N,beta-diphenylbenzenebutaneamide;(+/-)4-fluoro-alpha-[2-methyl-1oxopropyl]-gamma-oxo-N,beta-diphenylbenzenebutaneamide;2-[2-(4-fluorophenyl)-2-oxo-1-phenyl-ethyl]-4-methyl-3-oxo-pentanoic acid phenylamide;2-[2-(4-fluorophenyl)-2-oxo-1-phenyl-ethyl]4-methyl-3-oxo-pentanoic acid phenylamide;2-[2-(4-Fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxo-N-phenylpentanimidic acid;2-[2-(4-Fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxo-pentanoic acid phenylamide;2[2-(4-Fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxopentanoic acid phenylamide;4-Fluoro-|A-(2-methyl-1-oxopropyl)-|A-oxo-N, |A-dlphonylbenzene butaneaminde;4-Fluoro-alpha-(2-methyl-1-oxopropyl)- gamma -oxo-N, beta -diphenyl-benzenebutanamide;4-fluoro-alpha-(2-methyl-1-oxopropyl)- gamma-oxo-N,beta-diphenylbenzenebutanamide;4-Fluoro-alpha-(2-methyl-1-oxopropyl)-?-oxo-N,beta-diphenyl-benzenebutanamide;4-fluoro-alpha-(2-methyl-1-oxopropyl)-gamma-oxo-N,beta-diphenylbenzenebutanamide;(+/-)-4-Fluoro-?-[2-methyl-1-oxo propyl]-?-oxo-N-?-diphenyl benzene butanamide (Diketone);2-[2-(4-Fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxo-N-phenylpentanamide (4-Fluoro-a-(2-methyl-1-oxopropyl)-?-oxo-N,ss-diphenylbenzenebutanamide);4-FLUORO-.ALPHA.-(2-METHYL-1-OXOPROPYL)-.GAMMA.-OXO-N,.BETA.-DIPHENYL-BENZENEBUTANAMIDE;BENZENEBUTANAMIDE, 4-FLUORO-.ALPHA.-(2-METHYL-1-OXOPROPYL)-.GAMMA.-OXO-N,.BETA.-DIPHENYL-

Chemical Property of 2-(2-(4-fluorophenyl)-2-oxo-1-phenylethyl)-4-methyl-3-oxo-N-phenylpentanamide

Chemical Property:

• Appearance/Colour: white to off-white solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 196-198 °C
• Refractive Index: 1.599
• Boiling Point: 631.4 °C at 760 mmHg
• PKA: 11.52±0.59(Predicted)
• Flash Point: 335.6 °C
• PSA: 63.24000
• Density: 1.212 g/cm³
• LogP: 5.34520
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly, Heated), DMSO (Slightly, Sonicated), Ethyl Acetate (Slight
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 417.17402179
• Heavy Atom Count: 31
• Complexity: 614

Purity/Quality:

≥98.0% ^*data from raw suppliers

4-Fluoro-α-(2-methyl-1-oxopropyl)-γ-oxo-N,β-diphenyl-benzenebutanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(=O)C(C(C1=CC=CC=C1)C(=O)C2=CC=C(C=C2)F)C(=O)NC3=CC=CC=C3
• Uses: An Atorvastatin intermediate. Atorvastatin is a selective, competitive HMG-CoA reductase inhibitor. The only drug in its class specfically indicated for lowering both elevated LDL-cholesterol and triglycerides in patients with hypercholesterolemia. An Atorvastatin intermediate. Atorvastatin is a selective, competitive HMG-CoA reductase inhibitor. The only drug in its class specfically indicated for lowering both elevated LDL-cholesterol and triglycerides in patients with hypercholesterolemia

Technology Process of 2-(2-(4-fluorophenyl)-2-oxo-1-phenylethyl)-4-methyl-3-oxo-N-phenylpentanamide

There total 29 articles about 2-(2-(4-fluorophenyl)-2-oxo-1-phenylethyl)-4-methyl-3-oxo-N-phenylpentanamide 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: 87.5%

3-phenylpropynoic acid phenylamide (7342-02-1) + 4-fluorobenzaldehyde (459-57-4) + isobutyraldehyde (78-84-2) → 2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxopentanoic acid phenylamide (125971-96-2,125971-58-6)

Guidance literature:

With copper(II) hexafluoroantimonate; C₃₂H₄₄Cl₂N₄O₆Pd; In tetrahydrofuran; at 50 - 60 ℃; for 24h; Solvent; Reagent/catalyst; Inert atmosphere;

Reference yield: 85.0%

4-fluorobenzaldehyde (459-57-4) + 4-methyl-3-oxo-N-phenyl-2-(phenylmethylene)pentanamide (125971-57-5) → 2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxopentanoic acid phenylamide (125971-96-2,125971-58-6)

Guidance literature:

4-fluorobenzaldehyde; 4-methyl-3-oxo-N-phenyl-2-(phenylmethylene)pentanamide; With 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; triethylamine; In neat (no solvent); at 75 ℃; for 16h; Inert atmosphere;

With isopropyl alcohol; at 25 ℃; for 4h; Inert atmosphere;

DOI:10.1039/c5ob02546j

Reference yield: 85.0%

2-bromo-4-methyl-3-oxo-pentanoic acid phenylamide (807361-46-2) + 1-(4-fluorophenyl)-2-phenylethanone (347-84-2) → 2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxopentanoic acid phenylamide (125971-96-2,125971-58-6)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -25 - -10 ℃; for 0.5h;

1-(4-fluorophenyl)-2-phenylethanone; In tetrahydrofuran; hexane; at -78 - -60 ℃; for 1h;

2-bromo-4-methyl-3-oxo-pentanoic acid phenylamide; In tetrahydrofuran; hexane; at -78 - 15 ℃; for 1.5h;

upstream raw materials:

4-fluorobenzaldehyde

4-methyl-3-oxo-N-phenyl-2-(phenylmethylene)pentanamide

4-Methyl-3-oxo-N-phenyl-2(phenylmethylene)pentanamide

4-methyl-3-oxo-N-phenylpentanamide

Refernces

• 1、 -. "Method for synthesizing atorvastatin calcium intermediate by multi-component one-pot method". Paragraph 0152-0179. . Retrieved 2020/11/23.
• 2、 -. "Preparation method of atorvastatin calcium". Paragraph 0018; 0019. . Retrieved 2018/07/30.