N-Boc-O-benzyl-L-threonine

N-Boc-O-benzyl-L-threonine, also known as Boc-Thr(Bzl)-OH with CAS 15260-10-3, is a dual-protected threonine derivative used in solid-phase and solution-phase peptide synthesis. The Boc group shields the alpha-amine while the benzyl group protects the hydroxyl side chain, enabling selective deprotection during multi-step assembly of complex peptide sequences.

The primary application is as a building block in the synthesis of pharmaceutical peptides, where orthogonal protection strategies are required to construct threonine-containing sequences. This prevents side-chain racemization or unwanted cyclization during the manufacturing of peptide-based active pharmaceutical ingredients, including research compounds and GMP intermediates.

Biotechnology researchers incorporate it into custom peptide libraries for receptor binding studies and enzyme substrate profiling to ensure high-fidelity sequence construction. Cosmetic peptide formulators sourcing actives for anti-aging or skin-conditioning products may also specify this building block when the target peptide sequence contains threonine residues.

Boc-Thr(Bzl)-OH is supplied as a white to off-white crystalline powder and is available in research quantities through to multi-kilogram lots for process-scale synthesis. Purity specifications typically range from 98% to 99%+ by HPLC, with optical purity confirmed by specific rotation to meet rigorous industrial and laboratory requirements.