Lot numbers can be found on the outside label of a product:
Boc-Tyr(Boc)-OH
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CAS No. 20866-48-2
- Cat. No. CS-0100552
- Purity≥97%
- MDL No.MFCD00038856
*For research and further manufacturing use only, not for direct human use.
Structure of 20866-48-2
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General Information
- CAS No. 20866-48-2
- Cat. No. CS-0100552
- Purity ≥97%
- MDL No. MFCD00038856
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₉H₂₇NO₇
- Molecular Weight 381.42
- Synonym(s) None
- SMILES O=C(O)[C@H](CC1=CC=C(OC(OC(C)(C)C)=O)C=C1)NC(OC(C)(C)C)=O
Description
Boc-Tyr(Boc)-OH is a protected tyrosine derivative featuring two tert-butoxycarbonyl groups, enabling stable incorporation into peptide chains. This di-Boc protection strategy simplifies purification and enhances stability during synthetic workflows. The molecule integrates seamlessly into solid-phase peptide synthesis protocols, where its bench-stable nature supports reliable coupling efficiency and minimizes side reactions.
Application
Boc-Tyr(Boc)-OH serves as a protected tyrosine building block for peptide synthesis, offering stable side-chain and α-amino protection. The Boc group on the amine and the Boc-protected phenolic hydroxyl enable orthogonal deprotection in standard workflows. This di-Boc derivative facilitates efficient coupling reactions with minimal epimerization and simplifies purification due to enhanced solubility and reduced side reactivity. It is widely used in the construction of peptide sequences requiring selective functionalization or incorporation into complex scaffolds.
Synthesis
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References
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Nakamura, Kozo; Nakajima, Takero; Kayahara, Hiroshi; Nomura, Eisaku; Taniguchi, Hisaji Tetrahedron Letters, 2004 , vol. 45, # 3 p. 495 - 499
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Route2
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In-stock
24424-99-5 -
60-18-4 - ~10%
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In-stock
20866-48-2
References
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Pozdnev, V. F. Chemistry of Natural Compounds, 1982 , vol. 18, # 1 p. 125 - 126 Khimiya Prirodnykh Soedinenii, 1982 , vol. 18, # 1 p. 129 - 130
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Route3
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18595-34-1 -
60-18-4
- ~%
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In-stock
20866-48-2
References
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Justus Liebigs Annalen der Chemie, , vol. 716, p. 175 - 185
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Safety Information
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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 111.16
- LogP 3.5209
- H_Acceptors 6
- H_Donors 2
- Rotatable_Bonds 5
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