(S)-4-(4-Bromophenyl)-2,2-dimethyltetrahydro-2H-pyran
CAS No.
Synonyms
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Chemical Product Description & Applications
(S)-4-(4-Bromophenyl)-2,2-dimethyltetrahydro-2H-pyran is a stereodefined aryl bromide bearing a substituted saturated oxygen heterocycle. The para-bromine provides an aromatic coupling handle, while the tetrahydropyran fragment transfers an established chiral center and a gem-dimethyl substitution pattern. These features combine a reactive aromatic site with a preassembled three-dimensional ring substituent.
The selected S form is intended for synthesis of molecules that retain this chiral aryl–tetrahydropyran unit. Replacing the aromatic bromine elaborates the para position without requiring reconstruction of the saturated ring. Conversion to an aryl boron derivative provides a complementary coupling partner. The material therefore supports both direct aromatic assembly and preparation of a boronate intermediate for a later bond-forming step.
Typical Applications
- Chiral aryl-fragment coupling: Used as an aryl-bromide partner in carbon–carbon coupling to attach an additional aromatic, heteroaromatic or other compatible carbon fragment.
- Tetrahydropyranyl aryl-boron intermediates: Used in palladium-catalyzed borylation to prepare the corresponding boronic ester for subsequent Suzuki-type coupling.
Specifications
| Parameter | Specification | Test Method |
|---|---|---|
| Appearance | Solid; color consistent with the reference sample | Visual inspection |
| Identification | Consistent with authenticated reference | FTIR fingerprint comparison |
| Chromatographic purity | ≥98.0 area% | HPLC with suitable UV or CAD detection |
| Total organic impurities | ≤2.0 area% | HPLC, area normalization |
| Largest individual impurity | ≤1.0 area% | HPLC, area normalization |
| Water | ≤1.0% w/w | Karl Fischer titration |
| Stereochemical purity | ≥98.0 area% specified stereoisomer | Chiral HPLC or stereoisomer-resolving GC |
Specifications describe the standard grade. Tolerance, test method and documentation package are confirmed per order.
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