(S)-4-(4-Aminobenzyl)-2(1H)-oxazolidinone, CAS No. 152305-23-2

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152305-23-2

Catalog No. EBD32545

CAS 152305-23-2

Name (S)-4-(4-Aminobenzyl)-2(1H)-oxazolidinone

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Basic Information

Synonyms: (s)-4-(4'-aminobenzyl)-1,3-oxazolidin-2-one (s)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one (s)-4-(4'-aminobenzyl)-2-oxazolidinone (s)-4-(4-aminobenzyl)-2-oxazolidinone (s)-4-(4-amino-benzyl)-oxazolidin-2-one (s)-4-(4-amino-benzyl)-oxazolidine-2-one 4-Hydrazinophenyl-N-methylmethaneSulfonamide (4S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one 4-(4-aminobenzyl)-1,3-oxazolidin-2-one (4S)-4-[(4-Aminophenyl)Methyl]-2-Oxazolidinone (S)-4-(4-Aminobenzyl)-2(1H)-Oxazolidinone

Molecular Formula: C10H12N2O2

Molecular Weight: 192.21

MDL Number: MFCD03411476

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

(S)-4-(4-Aminobenzyl)-1,3-oxazolidin-2-one is a chiral organic compound featuring a 1,3-oxazolidin-2-one core substituted with a 4-aminobenzyl group at the 4-position. It is a white to off-white crystalline powder. The compound is characterized by the presence of both a primary aromatic amine and a chiral heterocyclic oxazolidinone moiety. This compound serves as a crucial chiral building block and intermediate in pharmaceutical synthesis. Its primary application is in the synthesis of chiral drugs, particularly as a key intermediate for the production of the antidiabetic drug Alogliptin (a DPP-4 inhibitor). The chiral oxazolidinone structure is instrumental in introducing stereochemical control during the synthesis process. As a versatile synthon, it is also used in the research and development of other bioactive molecules. The aromatic amine group provides a handle for further functionalization through amide bond formation or other coupling reactions, making it a valuable reagent in medicinal chemistry and asymmetric synthesis.

Physical Properties

Melting Point: 107-111 °C

Boiling Point: 479.7 °C at 760 mmHg

Flash Point: 243.9 °C

Density: 1.257 g/cm3

Refractivity: -6.0 ° (C=1, MeOH)

Analytical Data

Appearance: white crystalline powder