(S)-(−)-4-Benzyl-5,5-dimethyl-2-oxazolidinone
(S)-(−)-4-Benzyl-5,5-dimethyl-2-oxazolidinone (CAS 168297-85-6), with the molecular formula C12H15NO2 and a molecular weight of 205.25 g/mol, is a chiral auxiliary. It is primarily utilised in asymmetric synthesis to control stereochemical outcomes in various chemical transformations. This compound is supplied by TSS at a high purity of 98%.
- Synonyms
- (S)-(-)-4-Benzyl-5,5-dimethyl-2-oxazolidinone
Chiral Auxiliary in Asymmetric Synthesis
(S)-(−)-4-Benzyl-5,5-dimethyl-2-oxazolidinone serves as a valuable chiral auxiliary. It enables stereoselective reactions, facilitating the synthesis of enantiomerically enriched compounds crucial in pharmaceuticals and fine chemicals.
Stereoselective Alkylation Reactions
This oxazolidinone derivative is employed to direct the stereochemistry of alkylation reactions. By temporarily incorporating this chiral moiety, chemists can achieve high levels of enantioselectivity in carbon-carbon bond formation.
Aldol and Michael Additions
It is applicable in catalysing stereoselective aldol and Michael addition reactions. The chiral framework of the oxazolidinone dictates the facial selectivity of the incoming electrophile or nucleophile.
| Molecular weight | 205.25 |
|---|---|
| Empirical formula | C12H15NO2 |
| Assay | 98% |
| Optical activity | [α]22/D −98°, c = 2 in chloroform |
| Optical purity | ee: 99% (HPLC) |
| Melting point | 65-68 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is (S)-(−)-4-Benzyl-5,5-dimethyl-2-oxazolidinone used for?
+
This compound is primarily used as a chiral auxiliary in asymmetric synthesis to achieve stereoselective transformations, particularly in alkylation, aldol, and Michael addition reactions.
What is the CAS number and molecular formula?
+
The CAS number is 168297-85-6 and the molecular formula is C12H15NO2.
What grade and purity does Tech Serve Solutions supply?
+
Tech Serve Solutions supplies (S)-(−)-4-Benzyl-5,5-dimethyl-2-oxazolidinone with an assay of 98%. This is considered a technical or research grade; TSS does not represent it as USP, BP, or EP.
How should (S)-(−)-4-Benzyl-5,5-dimethyl-2-oxazolidinone be handled?
+
Handle with appropriate personal protective equipment, including a dust mask (N95 US type), eyeshields, and gloves. Avoid breathing dust and ensure adequate ventilation as it may cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335).
Is this compound a controlled substance?
+
The provided data does not indicate that (S)-(−)-4-Benzyl-5,5-dimethyl-2-oxazolidinone is a controlled substance.
How is this chemical exported and shipped?
+
As a global supplier and exporter, TSS ships chemicals adhering to all relevant international regulations for safe transport.
How can I request a sample or quote?
+
Please contact our sales department via our website or direct inquiry channels to request a sample or a quotation for (S)-(−)-4-Benzyl-5,5-dimethyl-2-oxazolidinone.
▶ Related products
1-(2-Fluorobenzyl)piperazine
C11H15FN2
Chemical Synthesis
1-(2-Fluorophenyl)biguanide hydrochloride
Chemical Synthesis
1-(2-Fluorophenyl)cyclopropanecarboxylic acid
C10H9FO2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine
C10H13FN2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine monohydrochloride
C10H13FN2 · HCl
Chemical Synthesis
1-(2-Furoyl)-1H-benzotriazole
C11H7N3O2
Chemical Synthesis
1-(2-Furoyl)piperazine
C9H12N2O2
Chemical Synthesis
1-(2-Hydroxy-5-methylphenyl)-3-phenyl-1,3-propanedione
Chemical Synthesis
▶ Explore more
3-Methyl-1,5-di-p-tolyl-1,4-pentazadiene
Chemical Synthesis
3-Methyl-1,5-pentanediol
Chemical Synthesis
3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine
C11H13N3
Chemical Synthesis
3-Methyl-1-(3′-sulfoamidophenyl)-5-pyrazolone
C10H11N3O3S
Chemical Synthesis