N-Boc-L-alaninol丨CAS 79069-13-9

N-Boc-L-alaninol丨CAS 79069-13-9 is a chemically protected amino alcohol derived from L-alanine, a naturally occurring amino acid. The Boc group (tert-butoxycarbonyl) protects the amino function, while the alcohol group on the side chain adds versatility in chemical reactions, especially in peptide synthesis and chiral intermediate development.

1. Pharmaceutical Intermediate
● Chiral Building Block: N-Boc-L-alaninol丨CAS 79069-13-9 serves as a chiral intermediate in the synthesis of pharmaceuticals and bioactive molecules. It maintains the stereochemistry of L-alanine while allowing selective modification due to its protected amino group and free hydroxyl group.
● Often used in the synthesis of:
o Peptidomimetics
o Beta-amino alcohol derivatives
o Heterocyclic drug precursors
2. Peptide and Peptoid Synthesis
● The Boc group protects the amino functionality during solid-phase peptide synthesis (SPPS) or solution-phase synthesis, preventing side reactions and allowing stepwise coupling of amino acid residues.
● The hydroxyl group can participate in:
o Cyclization reactions
o Oxidation to aldehydes or acids
o Conversion to other functional groups for diversification
3. Organic Synthesis
● Used as a nucleophile or starting material for complex ligands, chiral auxiliaries, or catalysts.
● Useful in making oxazolines, amino alcohols, and other heterocycles relevant to drug discovery and asymmetric synthesis.
4. Biochemistry Research
● Employed in biochemical research where a protected amino alcohol is needed to mimic parts of natural peptides while retaining stability and controllability in synthetic routes.

1. Protective Group Strategy
● The Boc group is widely used in organic synthesis due to its:
o Stability under neutral and basic conditions
o Ease of removal under mild acidic conditions (e.g., TFA)
2. Chirality Retention
● Derived from L-alanine, it offers optical purity and chiral integrity, making it suitable for enantioselective synthesis of pharmaceuticals and fine chemicals.
3. Dual Functionality
● The combination of an alcohol and a protected amine provides synthetic flexibility, enabling a wide variety of chemical transformations.
4. High Purity and Reactivity
● Commercially available in high purity, making it reliable for precise synthesis in regulated environments such as pharma R&D and manufacturing.

N-Boc-L-alaninol丨CAS 79069-13-9 is a valuable protected chiral amino alcohol used extensively in peptide synthesis, chiral drug development, and advanced organic synthesis. Its combination of a Boc-protected amine and a free hydroxyl group offers chemists a robust and flexible intermediate for building complex molecules with high stereochemical fidelity.