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Home/Compounds/Pharmaceutical Intermediate/(3R,4S)-1-(4-Fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-[4-(phenylmethoxy)phenyl]-2-azetidinone
C31H27F2NO3
499.5 g/mol
Pharmaceutical Intermediate

(3R,4S)-4-(4-(Benzyloxy)phenyl)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-hydroxypropyl)azetidin-2-one

CAS163222-32-0
Category
Pharmaceutical Intermediate
Compound Class
Amide
Primary Use
Pharmaceutical Intermediate

This compound is a chiral azetidinone derivative used as a pharmaceutical intermediate in the manufacturing of ezetimibe, a cholesterol-lowering agent. It features a 2-azetidinone core with fluorophenyl and benzyloxyphenyl substituents, reflecting its role in the synthesis of this active pharmaceutical ingredient.

pharmaceutical intermediate for ezetimibe synthesislaboratory reagent in chemical research

Content scope: Information here supports chemical identification and industrial supply, research, and manufacturing contexts. It is not a therapeutic claim, medical advice, or drug-use instructions.

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Related Compounds

SimilarStructure SimilarSimilarity 0.75

(3R,4S)-4-(4-(benzyloxy)phenyl)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-((trimethylsilyl)oxy)propyl)azetidin-2-one

CAS1197343-09-1

pharmaceutical intermediate

SimilarStructure SimilarSimilarity 0.74

(3R,4S)-3-[(3S)-3-(4-Fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-1-phenylazetidin-2-one

CAS302781-98-2

pharmaceutical intermediate

ReferenceSame Category

(3,4-Difluorophenyl)methanesulfonyl chloride

CAS163295-73-6

pharmaceutical intermediate

ReferenceSame Category

(R)-Boc-Nipecotic acid

CAS163438-09-3

pharmaceutical intermediate

ReferenceSame Category

(3R,4R)-(-)-1-Benzyl-3,4-pyrrolidinediol

CAS163439-82-5

pharmaceutical intermediate

ReferenceSame Category

3,3-Difluoropyrrolidine hydrochloride

CAS163457-23-6

pharmaceutical intermediate

Identifiers
IUPAC Name

(3R,4S)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-phenylmethoxyphenyl)azetidin-2-one

InChIKey

KEYVFYMGVLFXQK-DYIKCSJPSA-N

SMILES

C1=CC=C(C=C1)COC2=CC=C(C=C2)[C@@H]3[C@H](C(=O)N3C4=CC=C(C=C4)F)CC[C@@H](C5=CC=C(C=C5)F)O

Synonyms (12)
  • 4'-O-Benzyl Ezetimibe
  • 4'-O-Benzyloxy Ezetimibe

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