tert-Butyl N-ethyl-N-[2-(4-formylphenyl)ethyl]carbamate
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Molecular formula
Molecular weight
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Chemical Product Description & Applications
tert-Butyl N-ethyl-N-[2-(4-formylphenyl)ethyl]carbamate is a protected aminoethyl-substituted benzaldehyde used in elacestrant-oriented synthesis. The aldehyde enables formation of the benzyl–nitrogen connection to a complementary amine, while the Boc group masks the terminal N-ethylamine. The two-carbon chain and N-ethyl substituent are already present in the supplied fragment.
Its protected secondary amine and aldehyde have separate roles during molecular assembly. Reaction at the aldehyde connects the aromatic fragment to the rest of the target structure, while subsequent Boc removal exposes the aminoethyl terminus. Keeping that nitrogen protected during earlier coupling limits competing amine chemistry. The material therefore provides a preorganized side-chain fragment with staged access to two nitrogen-related transformations.
Typical Applications
- Elacestrant benzylamine-linkage formation: Used as the aldehyde partner in reductive-amination routes that connect the protected aminoethylphenyl fragment to the complementary tetralin-derived amine.
- Protected diamine-fragment synthesis: Used in carbonyl-coupling sequences followed by Boc removal, furnishing products with a newly formed benzylamine linkage and an exposed N-ethylaminoethyl terminus.
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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