Lot numbers can be found on the outside label of a product:
Boc-D-Tyr(Me)-OH
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CAS No. 68856-96-2
- Cat. No. CS-W009976
- Purity≥97%
- MDL No.MFCD00065604
*For research and further manufacturing use only, not for direct human use.
Structure of 68856-96-2
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General Information
- CAS No. 68856-96-2
- Cat. No. CS-W009976
- Purity ≥97%
- MDL No. MFCD00065604
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₅H₂₁NO₅
- Molecular Weight 295.33
- Synonym(s) None
- SMILES O=C(O)[C@@H](CC1=CC=C(OC)C=C1)NC(OC(C)(C)C)=O
Description
Boc-D-Tyr(Me)-OH is a protected D-configured tyrosine derivative featuring a methylated phenolic hydroxyl group. This modification enhances metabolic stability and resistance to oxidative degradation. The Boc group enables straightforward deprotection under mild acidic conditions, facilitating integration into peptide synthesis workflows. Designed for use in bioactive peptide assembly, this building block supports the incorporation of sterically hindered, electron-rich aromatic side chains with high fidelity.
Application
Boc-D-Tyr(Me)-OH serves as a key chiral building block for the synthesis of peptide-based pharmaceuticals and bioactive oligomers. The Boc group provides reliable protection of the amine, enabling orthogonal handling in multi-step syntheses. The meta-methylated tyrosine side chain offers enhanced metabolic stability and modulates binding affinity in receptor-targeted compounds. This derivative exhibits excellent bench stability, facile deprotection under mild acidic conditions, and compatibility with standard coupling protocols in solid-phase and solution-phase peptide synthesis.
Synthesis
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Route1
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In-stock
94790-24-6 - ~89%
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In-stock
68856-96-2
References
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Tetrahedron Letters, , vol. 53, # 52 p. 7128 - 7130
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Route2
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215454-88-9 - ~90%
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In-stock
68856-96-2
References
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US6194409 B1, ;
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Route3
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In-stock
24424-99-5 - ~%
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In-stock
68856-96-2
References
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Journal of Organic Chemistry, , vol. 46, # 9 p. 1944 - 1946
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 84.86
- LogP 2.2156
- H_Acceptors 4
- H_Donors 2
- Rotatable_Bonds 5
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Other Classifications
- Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives
- Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Unnatural Amino Acid Derivatives
- Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives
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