Lot numbers can be found on the outside label of a product:
Z-Ala-OMe
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CAS No. 28819-05-8
- Cat. No. CS-W012855
- Purity≥98%
- MDL No.MFCD00270464
*For research and further manufacturing use only, not for direct human use.
Structure of 28819-05-8
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General Information
- CAS No. 28819-05-8
- Cat. No. CS-W012855
- Purity ≥98%
- MDL No. MFCD00270464
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₅NO₄
- Molecular Weight 237.25
- Synonym(s) None
- SMILES COC([C@H](C)NC(OCC1=CC=CC=C1)=O)=O
Description
Z-Ala-OMe features a protected alanine residue with a benzyl (Z) group at the N-terminus and methyl ester (OMe) functionality at the C-terminus. This configuration enables stable incorporation into peptide synthesis workflows, offering predictable reactivity and compatibility with standard coupling conditions.
Application
Z-Ala-OMe serves as a versatile dipeptide building block in peptide synthesis, offering robust protection of both the α-amino and carboxyl functionalities. The benzyloxycarbonyl (Z) group provides excellent stability during standard coupling reactions, while the methyl ester facilitates efficient chain elongation. Its bench-stable nature and compatibility with common activation protocols make it a reliable choice for the construction of peptide sequences and heterocyclic scaffolds in medicinal chemistry workflows.
Synthesis
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Route1
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In-stock
2491-20-5 -
501-53-1 - ~97%
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In-stock
28819-05-8
References
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GLAXO GROUP LIMITED Patent: WO2009/74590 A1, 2009 ; Location in patent: Page/Page column 64 ; WO 2009/074590 A1
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Route2
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10065-72-2 -
501-53-1
- ~85%
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In-stock
28819-05-8
References
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Lazerwith, Scott E.; Lew, Willard; Zhang, Jennifer; Morganelli, Philip; Liu, Qi; Canales, Eda; Clarke, Michael O.; Doerffler, Edward; Byun, Daniel; Mertzman, Michael; Ye, Hong; Chong, Lee; Xu, Lianhong; Appleby, Todd; Chen, Xiaowu; Fenaux, Martijn; Hashash, Ahmad; Leavitt, Stephanie A.; Mabery, Eric; Matles, Mike; Mwangi, Judy W.; Tian, Yang; Lee, Yu-Jen; Zhang, Jingyu; Zhu, Christine; Murray, Bernard P.; Watkins, William J. Journal of Medicinal Chemistry, 2014 , vol. 57, # 5 p. 1893 - 1901
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Route3
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67-56-1
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In-stock
![N-[(Benzyloxy)carbonyl]-L-alanine|CS-W019933](https://file.chemscene.com/productPIC/CS-W019933.gif)
1142-20-7 - ~98%
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In-stock
28819-05-8
References
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Nuijens, Timo; Cusan, Claudia; Kruijtzer, John A. W.; Rijkers, Dirk T. S.; Liskamp, Rob M. J.; Quaedflieg, Peter J. L. M. Journal of Organic Chemistry, 2009 , vol. 74, # 15 p. 5145 - 5150
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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
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Precautionary Statements : P264-P270-P301+P310-P330-P501
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Quality Control
Computational Chemistry Data
- TPSA 64.63
- LogP 1.4743
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 4
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Key Words
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