N-Boc-O-benzyl-L-threonine
Description
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.
Physical Properties
| Melting Point | 80-82 °C(lit.) |
| Boiling Point | 461.5±45.0 °C(Predicted) |
| Density | 1.152±0.06 g/cm3(Predicted) |
| Color | White to Almost white |
| Form | powder to crystal |
| Refractive Index | 16.5 ° (C=1, MeOH) |
Trade & Regulatory
| HS Code | 29242990 |
| Storage Class | 13 - Non Combustible Solids |
| WGK (Germany) | 3 |
Documentation
Other Names
L-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-|N-tert-Butoxycarbonyl-O-benzylthreonine|L-threonine|(2S,3R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylmethoxybutanoic acid|Boc-thr(bn)-oh|Boc-Thr(Bzl)-OH
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