(S)-1-(4-Methoxyphenyl)ethylamine
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Chemical Product Description & Applications
(S)-1-(4-Methoxyphenyl)ethylamine is a chiral primary amine used as a resolving reagent and as a stereodefined building block or auxiliary. Its amine forms salts with carboxylic acids and can be incorporated into imines or amides, while the established stereocenter introduces a defined chiral environment into the resulting intermediates.
The selected product is the S-configured free amine rather than its R enantiomer, racemate or an isolated salt. The para-methoxyphenyl group distinguishes its chemical behavior and downstream removal options from those of unsubstituted alpha-methylbenzylamine. This combination of a reactive primary amine and an existing stereocenter supports both separation-based resolution and synthesis in which chirality is introduced through a temporary or retained nitrogen substituent.
Typical Applications
- Diastereomeric salt resolution: Used with suitable racemic carboxylic acids to form diastereomeric ammonium salts, allowing differences in crystallization behavior to separate the acid enantiomers.
- Chiral imine and amide intermediates: Used to prepare nitrogen-containing derivatives in asymmetric synthesis, where the S-configured amine provides a stereochemical element during subsequent transformations.
- Complex natural-product synthesis: Used as a precursor to chiral intermediates in reported solanoeclepin A synthesis, contributing an amine-derived stereochemical component within a multistep construction sequence.
Specifications
| Parameter | Specification | Test Method |
|---|---|---|
| Appearance | Clear liquid; color consistent with the reference sample | Visual inspection |
| Identification | Consistent with authenticated reference | FTIR fingerprint comparison |
| Chromatographic purity | ≥99.0 area% | GC-FID |
| Total organic impurities | ≤1.0 area% | GC-FID, area normalization |
| Water | ≤0.20% w/w | Karl Fischer titration |
| Nonvolatile residue | ≤0.10% w/w | Gravimetric evaporation residue |
Specifications describe the standard grade. Tolerance, test method and documentation package are confirmed per order.
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