(S)-(−)-3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde
(S)-(−)-3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde (CAS: 102308-32-7), a chiral aldehyde with the molecular formula C11H19NO4 and a molecular weight of 229.27 g/mol, is a vital building block in asymmetric synthesis. This compound, often referred to as Garner's aldehyde derivative, serves as a key intermediate in the construction of complex molecules, particularly in the synthesis of natural products. Its carefully controlled stereochemistry makes it invaluable for creating enantiomerically pure target compounds.
- IUPAC
- (−)-N-Boc-N,O-isopropylidene-L-serinal,tert-Butyl (S)-(−)-4-formyl-2,2-dimethyl-3-oxazolidinecarboxylate,Garner’s aldehyde
- Synonyms
- tert-Butyl (S)-(−)-4-formyl-2,2-dimethyl-3-oxazolidinecarboxylate(S)-(-)-N-Boc-N,O-isopropylidene-L-serinalGarner’s aldehyde
Asymmetric Synthesis of Natural Products
This oxazolidinone derivative is extensively employed in the stereoselective synthesis of complex natural products. Its chiral aldehyde functionality allows for the controlled introduction of new stereocenters, crucial for replicating the intricate structures found in biologically active molecules.
Chiral Building Block
As a versatile chiral building block, it is instrumental in organic synthesis for creating enantiomerically pure compounds. Researchers utilise its pre-defined stereochemistry to efficiently construct target molecules with high optical purity.
Intermediate in Pharmaceutical Research
The compound serves as a valuable intermediate in the research and development of new pharmaceutical agents. Its utility lies in its ability to facilitate the synthesis of complex molecular architectures relevant to drug discovery.
| Molecular weight | 229.27 |
|---|---|
| Empirical formula | C11H19NO4 |
| Assay | 95% |
| Boiling point | 83-88 °C/1 mmHg(lit.) |
| Density | 1.06 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.445(lit.) |
| Optical activity | [α]20/D −90°, c = 1 in chloroform |
| Application | Widely utilized in the asymmetric synthesis of natural products.1,2,3 |
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 | Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 108 °C / 226.4 °F |
| 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)-(−)-3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde used for?
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(S)-(−)-3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde is widely utilised in asymmetric synthesis, particularly for the creation of natural products and other enantiomerically pure compounds. It serves as a key chiral building block in organic and pharmaceutical research.
What is the CAS number and molecular formula?
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The CAS number is 102308-32-7 and the molecular formula is C11H19NO4.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product at a minimum assay of 95%. We do not represent this product as USP, BP, or EP grade.
How should (S)-(−)-3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde be handled?
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This compound is classified as a Warning, with hazards including skin irritation (H315), eye irritation (H319), and respiratory irritation (H335). Handle with appropriate personal protective equipment, including eyeshields, gloves, and suitable respiratory protection. Ensure good ventilation and avoid breathing dust/vapour.
Is this product packed and shipped internationally?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, including (S)-(−)-3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde. We handle packing and shipping according to international regulations.
How can I request a sample or quote?
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To request a sample or a quote for (S)-(−)-3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde, please contact our sales department through the website or by phone.
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