Lot numbers can be found on the outside label of a product:
4-Hydroxyphenylglyoxylate
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CAS No. 15573-67-8
- Cat. No. CS-0157461
- Purity≥98%
- MDL No.MFCD13192798
*For research and further manufacturing use only, not for direct human use.
Structure of 15573-67-8
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General Information
- CAS No. 15573-67-8
- Cat. No. CS-0157461
- Purity ≥98%
- MDL No. MFCD13192798
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₆O₄
- Molecular Weight 166.13
- Synonym(s) 4-Hydroxyphenylglyoxylic acid; 4-HPGA
- SMILES C1=C(C=CC(=C1)O)C(=O)C(=O)O
Description
4-Hydroxyphenylglyoxylate features a phenolic hydroxyl group adjacent to a reactive glyoxylate moiety, enabling selective conjugation in bioconjugation workflows. This electron-deficient ketone derivative facilitates efficient coupling with nucleophiles under mild conditions, offering high stability and predictable reactivity for probe synthesis.
Application
4-Hydroxyphenylglyoxylate serves as a versatile building block for ortho-quinone methide precursors and enables direct access to substituted phenolic scaffolds via decarboxylation or cycloaddition. Its hydroxyl and glyoxylate functionalities support orthogonal transformations, including esterification, amidation, and metal-catalyzed coupling reactions. The compound exhibits bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and natural product derivatization workflows.
Synthesis
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Route1
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In-stock
70080-54-5 - ~92%
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In-stock
15573-67-8
References
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Wadhwa, Kuldeep; Yang, Chengxi; West, Paul R.; Deming, Kris C.; Chemburkar, Sanjay R.; Reddy, Rajarathnam E. Synthetic Communications, 2008 , vol. 38, # 24 p. 4434 - 4444
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Route2
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4755-77-5 -
108-95-2
- ~48%
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In-stock
15573-67-8
References
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Jones, Ian L.; Schofield, Daniel J.; Strevens, Robert R.; Horton, Peter N.; Hursthouse, Michael B.; Tomkinson, Nicholas C.O. Tetrahedron Letters, 2007 , vol. 48, # 4 p. 521 - 525
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Route3
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In-stock
38250-16-7 - ~80%
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In-stock
15573-67-8
References
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Chen, Yen Ting; Seto, Christopher T. Journal of Medicinal Chemistry, 2002 , vol. 45, # 18 p. 3946 - 3952
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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-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 74.6
- LogP 0.6595
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 2
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Key Words
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