Atorvastatin Dehydro Lactone

Base Information

• Chemical Name: Atorvastatin Dehydro Lactone
• CAS No.: 442851-50-5
• Molecular Formula: C₃₃H₃₁FN₂O₃
• Molecular Weight: 522.619
• European Community (EC) Number: 642-041-2
• Mol file: 442851-50-5.mol

Synonyms:Atorvastatin Dehydro Lactone;442851-50-5;3-Dehydroxy 2,3-Dehydro Atorvastatin Lactone;5-(4-fluorophenyl)-1-[2-[(2S)-6-oxo-2,3-dihydropyran-2-yl]ethyl]-N,4-diphenyl-2-propan-2-ylpyrrole-3-carboxamide;1-[2-[(2S)-3,6-Dihydro-6-oxo-2H-pyran-2-yl]ethyl]-5-(4-fluorophenyl)-2-(1-methylethyl)-N,4-diphenyl-1H-pyrrole-3-carboxamide (Atorvastatin eliminated Lactone);GYIXAUAZYJKKST-MHZLTWQESA-N;1-[2-[(2S)-3,6-Dihydro-6-oxo-2H-pyran-2-yl]ethyl]-5-(4-fluorophenyl)-2-(1-methylethyl)-N,4-diphenyl-1H-pyrrole-3-carboxamide;Atorvastatin eliminated Lactone;SCHEMBL4980905;ATORVASTATIN IMPURITY 10;NSC800382;NSC-800382;(S)-5-(4-Fluorophenyl)-2-isopropyl-1-(2-(6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl)-N,4-diphenyl-1H-pyrrole-3-carboxamide;5-(4-fluorophenyl)-2-isopropyl-1-[2-((S)-6-oxo-3,6-dihydro-2H-pyran-2-y1)-ethyl]-4-phenyl-1H-pyrrole-3-carboxylic acid phenylamide;5-(4-fluorophenyl)-2-isopropyl-1-[2-((S)-6-oxo-3,6-dihydro-2H-pyran-2-yl)-ethyl]-4-phenyl-1H-pyrrole-3-carboxylic acid phenylamide;5-(4-fluorophenyl)-2-isopropyl-1-[2-((S)-6-oxo-3,6-dihydro-2H-pyran-2-yl)-ethyl]4-phenyl-1H-pyrrole-3-carboxylic acid phenylamide

Chemical Property of Atorvastatin Dehydro Lactone

Chemical Property:

• Melting Point: 80-85°C
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 522.23187102
• Heavy Atom Count: 39
• Complexity: 842

Purity/Quality:

99% ^*data from raw suppliers

3-Dehydroxy 2,3-Dehydro Atorvastatin Lactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=C(C(=C(N1CCC2CC=CC(=O)O2)C3=CC=C(C=C3)F)C4=CC=CC=C4)C(=O)NC5=CC=CC=C5
• Isomeric SMILES: CC(C)C1=C(C(=C(N1CC[C@@H]2CC=CC(=O)O2)C3=CC=C(C=C3)F)C4=CC=CC=C4)C(=O)NC5=CC=CC=C5
• Uses: 3-Dehydroxy 2,3-Dehydro Atorvastatin Lactone is an intermediate in the preparation of Atorvastatin (A791750) and it’s derivatives.

Technology Process of Atorvastatin Dehydro Lactone

There total 4 articles about Atorvastatin Dehydro Lactone 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: 95.0%

lipitor (134523-03-8) → (S)-5-(4-fluorophenyl)-2-isopropyl-1-(2-(6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl)-N,4-diphenyl-1H-pyrrole-3-carboxamide (442851-50-5)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 5h; Reagent/catalyst; Reflux;

DOI:10.3762/bjoc.15.206

Reference yield: 65.0%

lipitor (134523-03-8) → (S)-5-(4-fluorophenyl)-2-isopropyl-1-(2-(6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl)-N,4-diphenyl-1H-pyrrole-3-carboxamide (442851-50-5) + atorvastatin lactone (125995-03-1)

Guidance literature:

With hydrogenchloride; In water; for 4h; Reflux;

DOI:10.3762/bjoc.15.206

Reference yield:

→ (S)-5-(4-fluorophenyl)-2-isopropyl-1-(2-(6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl)-N,4-diphenyl-1H-pyrrole-3-carboxamide (442851-50-5)

Guidance literature:

In dichloromethane; at 25 - 50 ℃; for 4 - 24h;

upstream raw materials:

lipitor