Lot numbers can be found on the outside label of a product:
Z-Tyr-OMe
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CAS No. 13512-31-7
- Cat. No. CS-0150966
- Purity≥95%
- MDL No.MFCD00038784
*For research and further manufacturing use only, not for direct human use.
Structure of 13512-31-7
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General Information
- CAS No. 13512-31-7
- Cat. No. CS-0150966
- Purity ≥95%
- MDL No. MFCD00038784
- Storage RT, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₈H₁₉NO₅
- Molecular Weight 329.35
- Synonym(s) (S)-methyl 2-(benzyloxycarbonylamino)-3-(4-hydroxyphenyl)propanoate
- SMILES COC([C@@H](NC(OCC1=CC=CC=C1)=O)CC2=CC=C(O)C=C2)=O
Description
Z-Tyr-OMe features a benzyl-protected tyrosine methyl ester with enhanced solubility and stability under standard peptide synthesis conditions. The Z group provides reliable protection of the α-amino function, while the methyl ester facilitates efficient coupling and downstream deprotection. This derivative enables streamlined access to tyrosine-containing sequences in synthetic peptides.
Application
Z-Tyr-OMe serves as a key chiral building block in peptide synthesis, offering orthogonal protection of both amine and phenolic hydroxyl functionalities. The benzoyl (Z) group provides robust amine protection compatible with standard coupling conditions, while the methyl ester stabilizes the C-terminal carboxylate. This dual protection enables efficient sequential elongation in solid-phase and solution-phase peptide assembly, with excellent bench stability and straightforward deprotection under mild hydrogenolysis or acidic conditions.
Synthesis
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Route1
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In-stock
1080-06-4 -
501-53-1 - ~99%
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In-stock
13512-31-7
References
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Lin, Songnian; Yang, Zhi-Qiang; Kwok, Benjamin H. B.; Koldobskiy, Michael; Crews, Craig M.; Danishefsky, Samuel J. Journal of the American Chemical Society, 2004 , vol. 126, # 20 p. 6347 - 6355
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Route2
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In-stock
3417-91-2 -
501-53-1
- ~99%
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In-stock
13512-31-7
References
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Nicolaou; Snyder, Scott A.; Huang, Xianhai; Simonsen, Klaus B.; Koumbis, Alexandros E.; Bigot, Antony Journal of the American Chemical Society, 2004 , vol. 126, # 32 p. 10162 - 10173
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Route3
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67-56-1
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In-stock
1164-16-5 - ~97%
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In-stock
13512-31-7
References
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3-Dimensional Pharmaceuticals, Inc. Patent: US6344484 B1, 2002 ; Location in patent: Page column 29-30 ;
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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 2.4027
- H_Acceptors 5
- H_Donors 2
- Rotatable_Bonds 6
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Key Words
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