3-((4-Fluorophenyl)carbonyl)-2-(2-methylpropanoyl)-N,3-diphenyloxirane-2-carboxamide

Base Information

• Chemical Name: 3-((4-Fluorophenyl)carbonyl)-2-(2-methylpropanoyl)-N,3-diphenyloxirane-2-carboxamide
• CAS No.: 148146-51-4
• Molecular Formula: C26H22FNO4
• Molecular Weight: 431.46
• Hs Code.: 2932996560
• UNII: TP7T4AJ7RD
• Nikkaji Number: J2.603.362D
• Wikidata: Q27290103
• Mol file: 148146-51-4.mol

Synonyms:148146-51-4;3-((4-Fluorophenyl)carbonyl)-2-(2-methylpropanoyl)-N,3-diphenyloxirane-2-carboxamide;Atorvastatin Epoxydione Impurity;UNII-TP7T4AJ7RD;TP7T4AJ7RD;Atorvastatin calcium trihydrate impurity D [EP];3-(4-fluorobenzoyl)-2-(2-methylpropanoyl)-N,3-diphenyloxirane-2-carboxamide;3-(4-Fluorobenzoyl)-2-isobutyryl-N,3-diphenyloxirane-2-carboxamide;Oxiranecarboxamide, 3-(4-fluorobenzoyl)-2-(2-methyl-1-oxopropyl)-N,3-diphenyl-;2-Oxiranecarboxamide, 3-(4-fluorobenzoyl)-2-(2-methyl-1-oxopropyl)-N,3-diphenyl-;Impurity D;3-[(4-Fluorophenyl)carbonyl]-2-(2-methylpropanoyl)-N,3-diphenyloxirane-2-carboxamide;?-(4-Isobutylphenyl)ethanol;SCHEMBL2546242;FT-0662331;A1-01742;A1-01743;ATORVASTATIN CALCIUM IMPURITY D [EP IMPURITY];Q27290103

Chemical Property of 3-((4-Fluorophenyl)carbonyl)-2-(2-methylpropanoyl)-N,3-diphenyloxirane-2-carboxamide

Chemical Property:

• Boiling Point: 646.611 °C at 760 mmHg
• PKA: 13.66±0.70(Predicted)
• Flash Point: 344.858 °C
• PSA: 79.26000
• Density: 1.308 g/cm³
• LogP: 5.18620
• Storage Temp.: Refrigerator
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly, Heated, Sonicated), DMSO (Slightl
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 431.15328635
• Heavy Atom Count: 32
• Complexity: 719

Purity/Quality:

98%Min ^*data from raw suppliers

AtorvastatinEpoxydioneImpurity ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(=O)C1(C(O1)(C2=CC=CC=C2)C(=O)C3=CC=C(C=C3)F)C(=O)NC4=CC=CC=C4
• Uses: Atorvastatin (A791750) impurity. An oxidative degradation products of Atorvastatin.

Technology Process of 3-((4-Fluorophenyl)carbonyl)-2-(2-methylpropanoyl)-N,3-diphenyloxirane-2-carboxamide

There total 5 articles about 3-((4-Fluorophenyl)carbonyl)-2-(2-methylpropanoyl)-N,3-diphenyloxirane-2-carboxamide 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:

calcium (3S,5R)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]-3,5-dihydroxyheptanoate → 2-((4R,6R)-6-(2-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetic acid (581772-29-4) + C26H24FNO5 (887196-28-3) + 5'-deshydroxy atorvastatin (887196-27-2) + 3'-deshydroxy atorvastatin (887196-26-1) + 3-oxo atorvastatin (887196-30-7) + C33H35FN2O7 (887470-43-1) + C40H48FN3O8 (887196-24-9) + 2C33H35N2O5(1-)*Ca(2+)*3H2O + O-methyl atorvastatin calcium + lipitor (134523-03-8) + 3-<(4-fluorophenyl)carbonyl>-2-(2-methyl-1-oxopropyl)-N,3-diphenyl-2-oxiranecarboxamide (148146-51-4) + (3R,5R)-methyl 7-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)-3,5-dihydroxyheptanoate (345891-62-5)

Guidance literature:

With water; In tetrahydrofuran; cyclohexane; at 20 - 70 ℃; for 4.75h; Product distribution / selectivity; Molecular sieve;

Reference yield:

atorvastatin (134523-00-5,110862-48-1) → 4-(4-fluoro-phenyl)-2,4-dihydroxy-2-isopropyl-5-phenyl-3,6-dioxa-bicyclo[3.1.0]hexane-1-carboxylic acid phenylamide (873950-19-7) + 3-<(4-fluorophenyl)carbonyl>-2-(2-methyl-1-oxopropyl)-N,3-diphenyl-2-oxiranecarboxamide (148146-51-4)

Guidance literature:

atorvastatin; In water; acetonitrile; for 5h; Solar radiation;

With phosphoric acid; In water; acetonitrile; at 20 ℃; for 2h; pH=3.0;

Reference yield:

lipitor (134523-03-8) → 4-(4-fluoro-phenyl)-2,4-dihydroxy-2-isopropyl-5-phenyl-3,6-dioxa-bicyclo[3.1.0]hexane-1-carboxylic acid phenylamide (873950-19-7) + 4-[1b-(4-fluoro-phenyl)-6-hydroxy-6-isopropyl-1a-phenyl-6a-phenylcarbamoyl-hexahydro-1,2-dioxa-5a-aza-cyclopropa[a]inden-3-yl]-3-(R)-hydroxy-butyric acid (873950-18-6) + 4-[6-(4-fluoro-phenyl)-6-hydroxy-1b-isopropyl-6a-phenyl-1a-phenylcarbamoyl-hexahydro-1,2-dioxa-5a-aza-cyclopropa[a]inden-3-yl]-3-(R)-hydroxy-butyric acid (873950-17-5) + 3-<(4-fluorophenyl)carbonyl>-2-(2-methyl-1-oxopropyl)-N,3-diphenyl-2-oxiranecarboxamide (148146-51-4)

Guidance literature:

With oxygen; at 80 ℃; for 720h;

upstream raw materials:

lipitor

atorvastatin

Refernces

• 1、 -. "PROCESS FOR ANNEALING AMORPHOUS ATORVASTATIN". Page/Page column 13-17; Sheet 1/9-4/9. . Retrieved 2008/06/13.
• 2、 -. "Process for the production of atorvastatin calcium un amorphous form". Page/Page column 16. . Retrieved 2010/11/30.