294640

(S)-4-Benzyl-2-oxazolidinone

99%

• Synonym(s): (4S)-(-)-4-(Phenylmethyl)-1,3-oxazolidin-2-one, (4S)-4-(Phenylmethyl)-2-oxazolidinone, (4S)-4-benzyl-1,3-oxazolidin-2-one, (S)-(-)-4-benzyl-2-oxazolidinone, (S)-4-benzyloxazolidin-2-one
• Empirical Formula (Hill Notation): C₁₀H₁₁NO₂
• CAS Number: 90719-32-7
• Molecular Weight: 177.20
• Beilstein/REAXYS Number: 3649667
• MDL number: MFCD00064496
• UNSPSC Code: 12352005
• PubChem Substance ID: 24857725
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: 99%
• form: solid
• optical activity: [α]20/D −63°, c = 1 in chloroform
• optical purity: ee: 99% (HPLC)
• mp: 86-88 °C (lit.)
• functional group: phenyl
• SMILES string: O=C1N[C@H](CO1)Cc2ccccc2
• InChI: 1S/C10H11NO2/c12-10-11-9(7-13-10)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,11,12)/t9-/m0/s1
• InChI key: OJOFMLDBXPDXLQ-VIFPVBQESA-N

Description

Application

Chiral auxiliary for asymmetric alkylation.

Chiral auxiliary used recently in a synthesis of (S)-equol. Preparation and functionalization of chiral, stabilized ylides.

Used for asymmetric synthesis of (3R)- and (3S)-piperazic acid.

Safety Information

• pictograms: GHS08,GHS07
• signalword: Warning
• hcodes: H302,H373
• pcodes: P260 - P264 - P270 - P301 + P312 - P314 - P501
• Hazard Classifications: Acute Tox. 4 Oral - STOT RE 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)