N-Boc-O-benzyl-L-threonine

N-Boc-O-benzyl-L-threonine, also known as Boc-Thr(Bzl)-OH (CAS 15260-10-3), is a dual-protected threonine derivative used in solid-phase and solution-phase peptide synthesis.

Where is N-Boc-O-benzyl-L-threonine used?

• Pharmaceutical peptides: building block where orthogonal protection strategies are required to construct threonine-containing sequences
• Peptide-based APIs: prevents side-chain racemization or unwanted cyclization during manufacturing of research compounds and GMP intermediates
• Biotechnology: incorporated into custom peptide libraries for receptor binding studies and enzyme substrate profiling
• Cosmetic peptides: formulators may specify this building block when the target sequence contains threonine residues
• The Boc group shields the alpha-amine while the benzyl group protects the hydroxyl side chain, enabling selective deprotection during multi-step assembly.

Commercial specifications

• Purity typically 98% to 99%+ by HPLC
• Optical purity confirmed by specific rotation
• Research quantities through to multi-kilogram lots