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Fmoc-Tyr(tBu)-OH
  • Fmoc-Tyr(tBu)-OHFmoc-Tyr(tBu)-OH

Fmoc-Tyr(tBu)-OH

Model: 71989-38-3
Fmoc-Tyr(tBu)-OH (Nα-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-tert-butyl-L-tyrosine) is a Fmoc-protected tyrosine derivative featuring a tert-butyl (tBu) ether protecting group on the phenolic hydroxyl side chain. The tyrosine side chain — a phenol ring with a free hydroxyl group — is susceptible to unwanted side reactions during peptide synthesis, including acylation, oxidation, and formation of O-acylated byproducts.

Fmoc-Tyr(tBu)-OH is the preferred tyrosine building block for Fmoc-based solid-phase peptide synthesis, widely employed to prevent tyrosine side-chain acylation and other unwanted side reactions during peptide assembly. The tert-butyl ether protecting group of Fmoc-Tyr(tBu)-OH effectively masks the phenolic hydroxyl group throughout the chain elongation process, while the Fmoc group safeguards the α-amino function. Fmoc-Tyr(tBu)-OH enables the efficient incorporation of tyrosine residues into a diverse range of peptide therapeutics, including opioid peptides, neuropeptides, kinase substrate peptides, and hormone analogs. Fmoc-Tyr(tBu)-OH is supplied as a high-purity crystalline solid (98.0% HPLC) with very low levels of dipeptide, free amino acid, and acetic acid impurities, ensuring reliable and reproducible coupling performance. The compound is a standard building block for the introduction of tyrosine amino-acid residues by Fmoc SPPS.

 

Product Parameters



Parameter

Specification

Product Name

Fmoc-Tyr(tBu)-OH

CAS Number

71989-38-3

Molecular Formula

C₂₈H₂₉NO₅

Molecular Weight

459.53 g/mol

Appearance

White powder

Melting Point

~150 °C

Boiling Point

658.2 °C at 760 mmHg

Solubility

Soluble in DMSO (100 mg/mL);

soluble in DMF;

slightly soluble in ethanol (0.1-1 mg/mL)

Storage Temperature

Store below +30°C

Density

1.218±0.06 g/cm3(Predicted)

 

 

Why Cosperpharm?


When your peptide manufacturing process demands consistent coupling efficiency and minimal impurity profiles, the quality of your protected amino acids is paramount. Cosperpharm delivers Fmoc-Tyr(tBu)-OH with the purity, documentation, and supply reliability that pharmaceutical and research customers expect.

 

Tyrosine protection requires the right strategy. The phenolic hydroxyl group of tyrosine is prone to acylation and oxidation during SPPS. Fmoc-Tyr(tBu)-OH provides the gold-standard protection: the tert-butyl ether effectively masks the phenol throughout chain elongation while remaining orthogonal to the Fmoc strategy. Our analytical release protocol includes HPLC purity verification (98.0%), enantiomeric purity confirmation (99.8%), and identity verification because even trace impurities in this building block can compromise your peptide synthesis yield and purity.

 

Documentation that supports regulatory submission. Every shipment of Fmoc-Tyr(tBu)-OH includes a Certificate of Analysis (COA) with batch-specific HPLC purity, enantiomeric purity, water content (K.F.), and residual solvent data. For customers involved in GMP peptide manufacturing, Cosperpharm provides DMF-ready documentation packages, stability summaries, and custom quality agreements upon request.

 

Flexible supply across all development stages. Cosperpharm supplies Fmoc-Tyr(tBu)-OH across the full range of applications from 1g25g quantities for research-scale peptide synthesis, to 100g500g batches for process validation, to kilogram-scale lots for commercial peptide manufacturing. R&D samples ship within 57 business days; bulk orders ship within 23 weeks.

 

Technical support for the full synthetic cascade. Our process chemistry team can advise on coupling condition optimization, deprotection strategies, and impurity profiling for tyrosine-containing peptides. We have extensive experience with this building block across multiple peptide manufacturing campaigns.

 

Global reach with transparent pricing. Cosperpharm ships to pharmaceutical manufacturers, CROs, and research laboratories worldwide, with full customs documentation included. Volume discounts apply at larger scales.

 

 

Synthetic Route



Suspend O-tert-butyl-L-tyrosine in a dioxane solution and react it with fluorene methoxycarbonyl azide via acylation to obtain a crude product. This product is then extracted with ethyl acetate at pH 910 and purified by recrystallization.

 

 

Application Scenarios



Opioid Peptide Synthesis

Used in the synthesis of opioid peptides including Leu-enkephalinamide and related analogs via solid-phase synthesis.

Neuropeptide Synthesis

Essential for synthesizing neuropeptides where tyrosine plays critical roles in receptor recognition and signaling.

Kinase Substrate Peptides

Employed in the preparation of peptide substrates for kinase activity assays and inhibitor screening.

Anticancer Peptide Development

Used in the synthesis of anticancer peptides incorporating tyrosine residues.

Hormone Analog Synthesis

Serves as a building block for peptide hormone analogs where tyrosine is essential for biological activity.

Post-Translational Modification Studies

The tyrosine residue serves as a substrate for enzymatic modifications including phosphorylation, sulfation, and nitration.

 

Contact Us



Ready to secure Fmoc-Tyr(tBu)-OH for your peptide synthesis campaign? Need a custom packaging size or regulatory documentation package? Cosperpharm's team is here to help. Contact us today for a quote, technical consultation, or to discuss your specific requirements.

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