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Amino Acids & Peptides

N-Boc-O-benzyl-L-threonine

CAS: 15260-10-3

Overview

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.

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Physical Properties

Melting Point80-82 °C(lit.)
Boiling Point461.5±45.0 °C(Predicted)
Density1.152±0.06 g/cm3(Predicted)
ColorWhite to Almost white
Formpowder to crystal
Refractive Index16.5 ° (C=1, MeOH)

Trade & Regulatory

HS Code29242990
Storage Class13 - Non Combustible Solids
WGK (Germany)3

Other Names

L-ThreonineN-[(11-dimethylethoxy)carbonyl]-O-(phenylmethyl)- | N-tert-Butoxycarbonyl-O-benzylthreonine | L-threonine | (2S3R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylmethoxybutanoic acid | Boc-thr(bn)-oh | Boc-Thr(Bzl)-OH

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Chemical Properties

CAS Number
15260-10-3
EC Number
239-304-5
Mol. Weight
309.36
HS Code
29242990

Industries

Documentation