N-Benzyloxycarbonyl-L-alaninol
- CAS No.66674-16-6
- GradeIndustrial / Pharmaceutical
- Availability● In Stock
High-purity N-Benzyloxycarbonyl-L-alaninol (≥98%) for use as a chiral building block in advanced pharmaceutical synthesis.
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Product Overview
N-Benzyloxycarbonyl-L-alaninol is a high-value chiral amino alcohol derivative widely employed as a protected intermediate in the synthesis of complex bioactive molecules. Featuring the benzyloxycarbonyl (Cbz or Z) protecting group on the amine and a free hydroxyl functionality, this compound offers excellent regioselectivity and stability under standard organic transformation conditions. Its stereochemical integrity makes it particularly valuable in asymmetric synthesis and the construction of peptidomimetics.
Specifications
| Molecular Formula | C₁₁H₁₅NO₃ |
|---|---|
| Molecular Weight | 209.24 g/mol |
| CAS Number | 66674-16-6 |
| Appearance | White powder |
| Purity | ≥98% (by HPLC) |
| Moisture Content | 0.25% |
| Total Impurities | 0.30% |
| Melting Point | 81–84 °C (lit.) |
| Density | 1.15 g/cm³ |
| Boiling Point | 375.18 °C at 760 mmHg |
| Refractive Index | 1.534 |
| Flash Point | 180.70 °C |
Industrial Applications
This compound serves primarily as a specialized intermediate in the pharmaceutical and fine chemical industries. Key applications include:
- Synthesis of protease inhibitors and other enzyme-targeted therapeutics
- Chiral auxiliary in asymmetric catalysis
- Building block for modified peptides and peptidomimetic scaffolds
- Precursor in the preparation of β-amino alcohols with defined stereochemistry
Due to its well-defined stereochemistry and orthogonal protecting group strategy, N-Benzyloxycarbonyl-L-alaninol enables precise molecular construction in multi-step syntheses requiring high enantiomeric fidelity.
Handling and Storage
Store at 0–5 °C in a tightly sealed container under inert atmosphere if possible. Keep in a cool, dry place away from moisture and oxidizing agents. Shelf life is typically 24 months when stored under recommended conditions. Packaging is available in 25 kg fiber drums or customized configurations upon request.
