Lot numbers can be found on the outside label of a product:
tert-Butyl 2-oxo-5,6-dihydropyridine-1(2H)-carboxylate
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CAS No. 128372-89-4
- Cat. No. CS-0187670
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 128372-89-4
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General Information
- CAS No. 128372-89-4
- Cat. No. CS-0187670
- Purity ≥95%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₅NO₃
- Molecular Weight 197.23
- Synonym(s) tert-butyl 6-oxo-3,6-dihydropyridine-1(2H)-carboxylate
- SMILES CC(C)(C)OC(=O)N1CCC=CC1=O
Description
tert-Butyl 2-oxo-5,6-dihydropyridine-1(2H)-carboxylate features a reducible pyridone core with a tert-butyl ester handle, enabling direct incorporation into synthetic sequences. The dihydropyridine scaffold offers tunable redox properties and acts as a versatile intermediate in heterocyclic synthesis. This bench-stable compound facilitates efficient access to functionalized nitrogen-containing architectures under mild reaction conditions.
Application
tert-Butyl 2-oxo-5,6-dihydropyridine-1(2H)-carboxylate serves as a versatile building block for the synthesis of saturated pyridine derivatives and heterocyclic scaffolds. Its enolizable carbonyl and dihydropyridine functionality enable selective functionalization, including hydrogenation and nucleophilic addition reactions. The tert-butyl ester group offers excellent bench stability and facilitates straightforward deprotection under mild acidic conditions, enhancing utility in multi-step syntheses.
Synthesis
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Route1
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1215765-59-5 - ~86%
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In-stock
128372-89-4
References
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TOLERO PHARMACEUTICALS, INC.; XU, Yong; BRENNING, Benjamin, Gary; KULTGEN, Steven, G.; LIU, Xiaohui; SAUNDERS, Michael; HO, Koc-Kan Patent: WO2013/13188 A1, 2013 ; Location in patent: Paragraph 00333 ; WO 2013/013188 A1
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Route2
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In-stock
85908-96-9 - ~74%
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In-stock
128372-89-4
References
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Garnier, Ethel C.; Liebeskind, Lanny S. Journal of the American Chemical Society, 2008 , vol. 130, # 23 p. 7449 - 7458
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Route3
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831227-07-7
- ~%
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In-stock
128372-89-4
References
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SIEGFRIED GENERICS INTERNATIONAL AG Patent: WO2005/7618 A1, 2005 ; Location in patent: Page/Page column 14; 15 ;
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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 : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 46.61
- LogP 1.71
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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