2-[2-(4-Fluorophenyl)-2-oxo-1-phenyl-ethyl]-4-methyl-3-oxo-pentanoic Acid, (4-Benzyloxy-phenyl)-amide

Base Information

• Chemical Name: 2-[2-(4-Fluorophenyl)-2-oxo-1-phenyl-ethyl]-4-methyl-3-oxo-pentanoic Acid, (4-Benzyloxy-phenyl)-amide
• CAS No.: 163217-67-2
• Molecular Formula: C33H30FNO4
• Molecular Weight: 523.604
• DSSTox Substance ID: DTXSID90443609
• Mol file: 163217-67-2.mol

Synonyms:163217-67-2;2-[2-(4-Fluorophenyl)-2-oxo-1-phenyl-ethyl]-4-methyl-3-oxo-pentanoic Acid, (4-Benzyloxy-phenyl)-amide;2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxo-N-(4-phenylmethoxyphenyl)pentanamide;Benzenebutanamide, 4-fluoro-alpha-(2-methyl-1-oxopropyl)-gamma-oxo-beta-phenyl-N-[4-(phenylmethoxy)phenyl]-;SCHEMBL7809647;DTXSID90443609;GQGGAQUHBXLZMT-UHFFFAOYSA-N;AKOS030255732;FT-0668714;FT-0668715;2-[2-(4-Fluorophenyl)-2-oxo-1-phenyl-ethyl]-4-methyl-3-oxo-pentanoic Acid, (4-Benzyloxy-phenyl)-amid;N-[4-(Benzyloxy)phenyl]-2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxopentanamide

Chemical Property of 2-[2-(4-Fluorophenyl)-2-oxo-1-phenyl-ethyl]-4-methyl-3-oxo-pentanoic Acid, (4-Benzyloxy-phenyl)-amide

Chemical Property:

• PSA: 72.47000
• LogP: 6.92420
• XLogP3: 7.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 11
• Exact Mass: 523.21588660
• Heavy Atom Count: 39
• Complexity: 788

Purity/Quality:

97% ^*data from raw suppliers

2-(2-(4-FLUOROPHENYL)-2-OXO-1-PHENYL-ETHYL)-4-METHYL-3-OXO-PENTANOIC ACID, (4-BENZYLOXY-PHENYL)-AMIDE 95.00% ^*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=C(C=C3)OCC4=CC=CC=C4
• Uses: A intermediate of the metabolite of Atorvastin, a selective, competitive HMG-CoA reductase inhibitor. Atorvastin is the only drug in its class specfically indicated for lowering both elevated LDL-cholesterol and triglycerides in patients with hypercholesterolemia. An intermediate of the metabolite of Atorvastin, a selective, competitive HMG-CoA reductase inhibitor. Atorvastin is 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-phenyl-ethyl]-4-methyl-3-oxo-pentanoic Acid, (4-Benzyloxy-phenyl)-amide

There total 6 articles about 2-[2-(4-Fluorophenyl)-2-oxo-1-phenyl-ethyl]-4-methyl-3-oxo-pentanoic Acid, (4-Benzyloxy-phenyl)-amide 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%

4-fluorobenzaldehyde (459-57-4) + 2-benzylidene-N-(4-(benzyloxy)phenyl)-4-methyl-3-oxopentanamide (163217-66-1) → N-(4-(benzyloxy)phenyl)-2-(2-(4-fluorophenyl)-2-oxo-1-phenylethyl)-4-methyl-3-oxopentanamide (163217-67-2)

Guidance literature:

With 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; triethylamine; In ethanol; at 100 ℃; for 72h; Inert atmosphere;

Reference yield:

4-methyl-3-oxo-N-(4-benzyloxyphenyl)-2-(phenylmethylene)pentamide + 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide (54016-70-5) → N-(4-(benzyloxy)phenyl)-2-(2-(4-fluorophenyl)-2-oxo-1-phenylethyl)-4-methyl-3-oxopentanamide (163217-67-2)

Guidance literature:

With triethylamine; In ethanol; hexane; 4-fluorobenzaldehyde; ethyl acetate;

Reference yield:

N-(4-(benzyloxy)phenyl)-4-methyl-3-oxopentanamide (265989-30-8) → N-(4-(benzyloxy)phenyl)-2-(2-(4-fluorophenyl)-2-oxo-1-phenylethyl)-4-methyl-3-oxopentanamide (163217-67-2)

Guidance literature:

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

With 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; acetic acid; triethylamine; 3-amino propanoic acid; In ethanol; hexane; 1: Condensation / 2: Addition;

DOI:10.1002/(SICI)1099-1344(20000315)43:3<261::AID-JLCR312>3.0.CO;2-T

upstream raw materials:

4-fluorobenzaldehyde

2-benzylidene-N-(4-(benzyloxy)phenyl)-4-methyl-3-oxopentanamide

N-(4-(benzyloxy)phenyl)-4-methyl-3-oxopentanamide

3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide

Downstream raw materials:

tert-butyl 2-((4R,6R)-6-(2-(3-((4-(benzyloxy)phenyl)carbamoyl)-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrol-1-yl)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

tert-butyl 2-((4R,6R)-6-(2-(2-(4-fluorophenyl)-4-((4-hydroxyphenyl)carbamoyl)-5-isopropyl-3-phenyl-1H-pyrrol-1-yl)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

p-Hydroxyatorvastatin lactone

p-Hydroxyatorvastatin