Ezetimibe Impurity 8 Enantiomer
Ezetimibe Impurity 8 Enantiomer is the non-therapeutic stereoisomer of Ezetimibe, differing in configuration at the chiral center adjacent to the tetrahydrofuran ring. It retains the 4-(4-fluorophenyl)-1,3-oxazol-5-yl moiety but exhibits inverted stereochemistry at the stereocenter linking the oxazole and tetrahydrofuran substituents. This enantiomer arises during asymmetric synthesis or racemic resolution processes. It serves as a critical HPLC reference standard for enantioselective purity analysis of Ezetimibe APIs.
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Molecular Formula
C20H18FNO4
Molecular Weight
355.4000
CAS Number
404874-93-7
PubChem CID
29979217 ↗
IUPAC Name
(4R)-3-[5-(4-fluorophenyl)-5-oxopentanoyl]-4- phenyl-1,3-oxazolidin-2-one
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📝 Synonyms
404874-93-7
(R)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione
Ezetimibe Impurity 8 Enantiomer
Ezetimibe Impurity 38
Ezetimibe Impurity 46
NFC2JCZ9VE
SCHEMBL6898676
3-[5-(4-fluorophenyl)-1,5-dioxopentyl]-4-phenyl-(4S)-2-oxazolidinone
AKOS030632369
1-(4-fluorophenyl)-5-[(4R)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl]pentane-1,5-dione
🔬 Chemical Identifiers
C1[C@H](N(C(=O)O1)C(=O)CCCC(=O)C2=CC=C(C=C2)F)C3=CC=CC=C3
InChI=1S/C20H18FNO4/c21-16-11-9-15(10-12-16)18(23)7-4-8-19(24)22-17(13-26-20(22)25)14-5-2-1-3-6-14/h1-3,5-6,9-12,17H,4,7-8,13H2/t17-/m0/s1
XXSSRSVXDNUAQX-KRWDZBQOSA-N
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