4-Hydroxy Atorvastatin Lactone-d5

Base Information

• Chemical Name: 4-Hydroxy Atorvastatin Lactone-d5
• CAS No.: 265989-49-9
• Molecular Formula: C₃₃H₃₃FN₂O₅
• Molecular Weight: 561.594
• Mol file: 265989-49-9.mol

Synonyms:4-Hydroxy Atorvastatin Lactone-d5;5-(4-Fluorophenyl)-N-(4-hydroxyphenyl)-2-(1-Methylethyl)-4-phenyl-1-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1H-pyrrole-3-carboxaMide-d5

Chemical Property of 4-Hydroxy Atorvastatin Lactone-d5

Chemical Property:

• Melting Point: 152-154°C
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Methanol (Slightly), Water (Slightly, Heated)

Purity/Quality:

> 95% ^*data from raw suppliers

4-HydroxyAtorvastatinLactone-d5 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: A labelled metabolite of Atorvastatin, a selective, competitive HMG-CoA reductase inhibitor. Atorvastatin is the only drug in its class specfically indicated for lowering both elevated LDL-cholesterol and triglycerides in patients with hypercholesterolemia.

Technology Process of 4-Hydroxy Atorvastatin Lactone-d5

There total 10 articles about 4-Hydroxy Atorvastatin Lactone-d5 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:

2,3,4,5,6-pentadeuteriobenzaldehyde (14132-51-5) → C33H28(2)H5FN2O5 (265989-49-9)

Guidance literature:

Multi-step reaction with 7 steps

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

2: 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide; triethylamine / ethanol / Heating

3: pivalic acid / tetrahydrofuran; toluene; heptane / Heating

4: 93 percent / hydrogen; acetic acid / palladium on carbon / ethyl acetate

5: HCl / tetrahydrofuran; H₂O / 20 °C

6: sodium hydroxide / H₂O; tetrahydrofuran / 20 °C

7: trifluoroacetic acid / ethyl acetate / Heating

With hydrogenchloride; sodium hydroxide; hydrogen; 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; acetic acid; triethylamine; trifluoroacetic acid; 3-amino propanoic acid; Trimethylacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; n-heptane; water; ethyl acetate; toluene; 1: Condensation / 2: Addition / 3: Cycloaddition / 4: Hydrogenolysis / 5: Hydrolysis / 6: Hydrolysis / 7: Cyclization;

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

Reference yield:

p-benzyloxyaniline (6373-46-2) → C33H28(2)H5FN2O5 (265989-49-9)

Guidance literature:

Multi-step reaction with 8 steps

1: 82 percent / toluene / Heating

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

3: 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide; triethylamine / ethanol / Heating

4: pivalic acid / tetrahydrofuran; toluene; heptane / Heating

5: 93 percent / hydrogen; acetic acid / palladium on carbon / ethyl acetate

6: HCl / tetrahydrofuran; H₂O / 20 °C

7: sodium hydroxide / H₂O; tetrahydrofuran / 20 °C

8: trifluoroacetic acid / ethyl acetate / Heating

With hydrogenchloride; sodium hydroxide; hydrogen; 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; acetic acid; triethylamine; trifluoroacetic acid; 3-amino propanoic acid; Trimethylacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; n-heptane; water; ethyl acetate; toluene; 1: Acylation / 2: Condensation / 3: Addition / 4: Cycloaddition / 5: Hydrogenolysis / 6: Hydrolysis / 7: Hydrolysis / 8: Cyclization;

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

Reference yield:

isobutyryl Meldrum's acid → C33H28(2)H5FN2O5 (265989-49-9)

Guidance literature:

Multi-step reaction with 8 steps

1: 82 percent / toluene / Heating

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

3: 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide; triethylamine / ethanol / Heating

4: pivalic acid / tetrahydrofuran; toluene; heptane / Heating

5: 93 percent / hydrogen; acetic acid / palladium on carbon / ethyl acetate

6: HCl / tetrahydrofuran; H₂O / 20 °C

7: sodium hydroxide / H₂O; tetrahydrofuran / 20 °C

8: trifluoroacetic acid / ethyl acetate / Heating

With hydrogenchloride; sodium hydroxide; hydrogen; 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; acetic acid; triethylamine; trifluoroacetic acid; 3-amino propanoic acid; Trimethylacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; n-heptane; water; ethyl acetate; toluene; 1: Acylation / 2: Condensation / 3: Addition / 4: Cycloaddition / 5: Hydrogenolysis / 6: Hydrolysis / 7: Hydrolysis / 8: Cyclization;

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

upstream raw materials:

C₃₃H₃₀⁽²⁾H₅FN₂O₆

2,3,4,5,6-pentadeuteriobenzaldehyde

p-benzyloxyaniline

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

Refernces