Lot numbers can be found on the outside label of a product:
Diethyl pyridine-3,5-dicarboxylate
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CAS No. 4591-56-4
- Cat. No. CS-0151775
- Purity≥98%
- MDL No.MFCD00085755
*For research and further manufacturing use only, not for direct human use.
Structure of 4591-56-4
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General Information
- CAS No. 4591-56-4
- Cat. No. CS-0151775
- Purity ≥98%
- MDL No. MFCD00085755
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₃NO₄
- Molecular Weight 223.23
- Synonym(s) PYRIDINE-3,5-DICARBOXYLIC DIETHYL ESTER
- SMILES CCOC(=O)C1=CC(=CN=C1)C(=O)OCC
Description
Diethyl pyridine-3,5-dicarboxylate features two ester-functionalized positions flanking a pyridine core, enabling direct incorporation into heterocyclic synthesis. This bench-stable reagent integrates readily into transition-metal-catalyzed coupling cascades and serves as a key scaffold for bioactive molecule assembly.
Application
Diethyl pyridine-3,5-dicarboxylate serves as a versatile synthon in heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds via condensation and cyclization protocols. Its dual ester functionality offers orthogonal reactivity for selective transformations, while the electron-deficient pyridine ring facilitates nucleophilic substitution and metal-catalyzed coupling reactions. Bench-stable and readily purified by distillation or chromatography, it functions reliably in multi-step sequences for medicinal chemistry and materials science applications.
Synthesis
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Route1
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In-stock
499-81-0 -
64-17-5 - ~82%
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In-stock
4591-56-4
References
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Speelman, Johanna C.; Kellogg, Richard M. Journal of Organic Chemistry, 1990 , vol. 55, # 2 p. 647 - 653
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Route2
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In-stock
625-92-3 -
64-17-5
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201230-82-2
- ~99%
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In-stock
4591-56-4
References
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Head, Robert A.; Ibbotson, Arthur Tetrahedron Letters, 1984 , vol. 25, # 51 p. 5939 - 5942
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Route3
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In-stock
499-81-0
- ~%
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In-stock
4591-56-4
References
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University of Florida Patent: US4824850 A1, 1989 ;
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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 65.49
- LogP 1.435
- H_Acceptors 5
- H_Donors 0
- Rotatable_Bonds 4
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