Ezetimibe Deprotected Impurity
Ezetimibe Deprotected Impurity is a synthetically derived byproduct arising from the deprotection step in Ezetimibe synthesis, characterized by an indole core linked to a tetrahydrofuran ring via an ethenyl bridge, with a deprotected amino group at the 2-position of the indole. Its structure retains the fluorobenzyl substituent of the parent drug but features an unmasked primary amine, distinguishing it from the protected intermediate. This impurity is critical for validating deprotection efficiency in synthetic pathways and serves as an HPLC reference standard for quantifying residual deprotected species in Ezetimibe active pharmaceutical ingredient batches.
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Molecular Formula
C33H30F2N2O5
Molecular Weight
572.6000
CAS Number
1185883-40-2
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PubChem CID
44208323 ↗
IUPAC Name
(4S)-3-[(2R,5S)-2-[(S)-(4-fluoroanilino)-(4-hydroxyphenyl)methyl]-5-(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidin-2-one
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📝 Synonyms
1185883-40-2
(4S)-3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl)amino](4-hydroxyphenyl)methyl]-5-hydroxy-1-oxopentyl]-4-phenyl-2-oxazolidinone
HFJ9MN6DVB
(4S)-3-((2R,5S)-5-(4-Fluorophenyl)-2-((S)-((4-fluorophenyl)amino)(4-hydroxyphenyl)methyl)-5-hydroxy-1-oxopentyl)-4-phenyl-2-oxazolidinone
RefChem:1050511
(S)-3-((2R,5S)-5-(4-fluorophenyl)-2-((S)-((4-fluorophenyl)amino)(4-hydroxyphenyl)methyl)-5-hydroxypentanoyl)-4-phenyloxazolidin-2-one
(S)-3-((2R,5S)-5-(4-fluorophenyl)-2-((S)-(4-fluorophenylamino)(4-hydroxyphenyl)methyl)-5-hydroxypentanoyl)-4-phenyloxazolidin-2-one
(4S)-3-[(2R,5S)-2-[(S)-(4-fluoroanilino)-(4-hydroxyphenyl)methyl]-5-(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidin-2-one
(4S)-3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl)amino](4-hydroxyphenyl)methyl]-5-hydroxy-
Ezetimibe Impurity N13
🔬 Chemical Identifiers
C1[C@@H](N(C(=O)O1)C(=O)[C@H](CC[C@@H](C2=CC=C(C=C2)F)O)[C@@H](C3=CC=C(C=C3)O)NC4=CC=C(C=C4)F)C5=CC=CC=C5
InChI=1S/C33H30F2N2O5/c34-24-10-6-22(7-11-24)30(39)19-18-28(32(40)37-29(20-42-33(37)41)21-4-2-1-3-5-21)31(23-8-16-27(38)17-9-23)36-26-14-12-25(35)13-15-26/h1-17,28-31,36,38-39H,18-20H2/t28-,29-,30+,31-/m1/s1
WYMDQBFNYMAMNK-LTXXGDHTSA-N
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