Description

(S)-4-Benzyl-2-oxazolidinone (CAS: 90719-32-7) is a high-purity chiral auxiliary reagent widely used in asymmetric synthesis and pharmaceutical research. This compound, with the molecular formula C₁₀H₁₁NO₂, is a versatile building block for the preparation of enantiomerically enriched intermediates. Its (S)-configuration ensures excellent stereocontrol in reactions such as aldol condensations, alkylations, and Diels-Alder transformations. With a purity of ≥99%, this product is rigorously tested via HPLC, NMR, and chiral analysis to meet the stringent requirements of synthetic chemists. Packaged under inert gas to ensure stability, it is ideal for use in medicinal chemistry, catalysis, and fine chemical synthesis.

Properties

• CAS Number: 90719-32-7
• Complexity: 187
• IUPAC Name: (4S)-4-benzyloxazolidin-2-one
• InChI: 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
• Exact Mass: 177.078978594
• Molecular Formula: C10H11NO2
• Molecular Weight: 177.20
• SMILES: C1[C@@H](NC(=O)O1)CC2=CC=CC=C2
• Topological: 38.3
• Monoisotopic Mass: 177.078978594
• Synonyms: (S)-4-Benzyl-2-oxazolidinone, 90719-32-7, DTXSID00352970, DTXCID40304034, 618-632-6, (s)-4-benzyloxazolidin-2-one, (s)-(-)-4-benzyl-2-oxazolidinone, (4S)-4-benzyl-1,3-oxazolidin-2-one, 2-Oxazolidinone, 4-(phenylmethyl)-, (4S)-, MFCD00064496, (s)-4-benzyl-2-oxazolidone, (s)-4-(phenylmethyl)-2-oxazolidinone, (s)-(+)-4-benzyl-2-oxazolidinone, (-)-4-Benzyl-2-oxazolidinone, (s)-4-benzyl-oxazolidin-2-one, (4S)-4-(Phenylmethyl)-2-oxazolidinone, 4-Benzyl-1,3-oxazolidin-2-one #, EC46HZ6ALH, (S)-4-benzyloxazolidinone, SCHEMBL4328, (4S)-4-(Phenylmethyl)-1,3-oxazolidin-2-one, (S)-4-benzyl oxazolidinone, 4(S)-benzyl-2-oxazolidinone, 4-(S)-benzyloxazolidin-2-one, SCHEMBL2032666, (4S)-4-benzyl-2-oxazolidinone, (4S)-4-benzyloxazolidin-2-one, 4-(S)-benzyl-oxazolidin-2-one, (S)-4-benzyl-oxazolidine-2-one, CHEBI:194622, (S)(-)4-benzyl-2-oxazolidinone, s-(+)-4-benzyl-2-oxazolidinone, (4S)-4-benzyl oxazolidine-2-one, (S)-4-benzyl-oxazolidine-2- one, 4(S)-phenylmethyl-2-oxazolidinone, (4S)-4-benzyl 1,3-oxazolidinone, (S)(-)-4-benzyl-2-oxazolidinone, 4(S)-(-)-benzyl-2-oxazolidinone, CS-D1593, (S)-4-phenylmethyl-2-oxazolidinone, (S)-(-)-4-Benzyl-2-oxazolidineone, AKOS015839020, (4S)-(-)-4-benzyl-2-oxazolidinone, (4S)4-benzyl-1,3-oxazolidin-2-one, (S)-4-Benzyl-2-oxazolidinone, 99%, AC-4357, FB18330, PS-6113, 4-Benzyl-2-oxazolidinone, (S)-(-)-, HY-41882, 4-(Phenylmethyl)-2-oxazolidinone, (4S)-, DB-005562, 2-Oxazolidinone, 4-(phenylmethyl)-, (S)-, B1754, NS00077853, EN300-80370, Z1222283104, (4S)-4-(Phenylmethyl)-2-oxazolidinone;(-)-4-Benzyl-2-oxazolidinone;(4S)-4-(Phenylmethyl)-1,3-oxazolidin-2-one

(S)-4-Benzyl-2-oxazolidinone is a key chiral auxiliary in asymmetric synthesis, enabling the stereoselective formation of carbon-carbon and carbon-heteroatom bonds. It is widely employed in the synthesis of bioactive molecules, including APIs and natural products. Researchers value its ability to induce high enantioselectivity in aldol and Michael addition reactions. This compound is also used in organocatalysis and as a ligand in metal-catalyzed transformations.

Safety and Hazards

GHS Hazard Statements

• H302 (96.4%): Harmful if swallowed [Warning Acute toxicity, oral]
• H373 (96.4%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

Precautionary Statements

• P260, P264, P270, P301+P317, P319, P330, and P501

Hazard Classes and Categories

• Acute Tox. 4 (96.4%)
• STOT RE 2 (96.4%)

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