(6S)-2-Amino-6-propionamido-4,5,6,7-tetrahydrobenzothiazole
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Molecular formula
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Chemical Product Description & Applications
(S)-N-(2-Amino-4,5,6,7-tetrahydrobenzothiazol-6-yl)propanamide is the propionamide intermediate associated with pramipexole synthesis. It carries the required chiral tetrahydrobenzothiazole framework and a three-carbon acyl group on the ring-bound nitrogen. Reduction of the amide carbonyl converts that propionyl group into the N-propyl substituent of pramipexole.
The selected S-configured material therefore combines stereochemical input with a direct precursor to the final amine side chain. The 2-amino group remains part of the heterocyclic pharmacophore as the propionamide is transformed. The same structure is recognized as a pramipexole-related impurity, giving it a separate role in process-related analytical investigations. Its amide carbonyl differentiates it structurally from the fully reduced propylamino product.
Typical Applications
- Pramipexole preparation: Used in amide-reduction routes that convert the N-propionyl substituent into an N-propyl group while retaining the chiral aminotetrahydrobenzothiazole framework.
- Process-related impurity investigations: Used to prepare or identify the propionamide-related component during method development and studies of incomplete conversion in pramipexole synthesis.
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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