N-4-Benzyloxyphenyl α-Benzilidene Isobutyrylacetamide

Base Information

• Chemical Name: N-4-Benzyloxyphenyl α-Benzilidene Isobutyrylacetamide
• CAS No.: 163217-66-1
• Molecular Formula: C26H25NO3
• Molecular Weight: 399.489
• Mol file: 163217-66-1.mol

Synonyms:N-4-BENZYLOXYPHENYL A-BENZILIDENE ISOBUTYRYLACETAMIDE;N-4-Benzyloxyphenyl Alpha-Benzilidene Isobutyrylacetamide;N-4-Benzyloxyphenyl α-Benzilidene Isobutyrylacetamide;

Chemical Property of N-4-Benzyloxyphenyl α-Benzilidene Isobutyrylacetamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 630.3±55.0 °C(Predicted)
• PKA: 11?+-.0.70(Predicted)
• PSA: 55.40000
• Density: 1.177±0.06 g/cm3(Predicted)
• LogP: 5.58580
• Solubility.: Acetone, Chloroform, Dichloromethane, Ethyl Acetate

Purity/Quality:

97% ^*data from raw suppliers

N-4-Benzyloxyphenylα-BenzilideneIsobutyrylacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• 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.

Technology Process of N-4-Benzyloxyphenyl α-Benzilidene Isobutyrylacetamide

There total 4 articles about N-4-Benzyloxyphenyl α-Benzilidene Isobutyrylacetamide 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: 46.2%

benzaldehyde (100-52-7) + N-(4-(benzyloxy)phenyl)-4-methyl-3-oxopentanamide (265989-30-8) → 2-benzylidene-N-(4-(benzyloxy)phenyl)-4-methyl-3-oxopentanamide (163217-66-1)

Guidance literature:

With acetic acid; 3-amino propanoic acid; In hexanes; for 28h; Heating / reflux;

Reference yield:

Methyl 4-methyl-3-oxopentanoate (42558-54-3) → 2-benzylidene-N-(4-(benzyloxy)phenyl)-4-methyl-3-oxopentanamide (163217-66-1)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / toluene / 24 h / Heating / reflux

2: acetic acid; 3-amino propanoic acid / hexanes / 28 h / Heating / reflux

With acetic acid; triethylamine; 3-amino propanoic acid; In hexanes; toluene;

Reference yield:

isobutyryl Meldrum's acid → 2-benzylidene-N-(4-(benzyloxy)phenyl)-4-methyl-3-oxopentanamide (163217-66-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / toluene / Heating

2: β-alanine; glacial acetic acid / hexane / Heating

With acetic acid; 3-amino propanoic acid; In hexane; toluene; 1: Acylation / 2: Condensation;

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

upstream raw materials:

benzaldehyde

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

3-methyl-butan-2-one

Methyl 4-methyl-3-oxopentanoate

Downstream raw materials:

N-(4-(benzyloxy)phenyl)-2-(2-(4-fluorophenyl)-2-oxo-1-phenylethyl)-4-methyl-3-oxopentanamide

p-Hydroxyatorvastatin

p-Hydroxyatorvastatin lactone

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

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