tert-Butyl 2-oxo-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate

Name: tert-Butyl 2-oxo-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate
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CAS No. 1345469-26-2
Cat. No. CS-0375950
Purity≥95%
MDL No.None

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tert-Butyl 2-oxo-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate|CS-0375950

Structure of 1345469-26-2

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General Information

CAS No. 1345469-26-2
Cat. No. CS-0375950
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₆BNO₅
Molecular Weight 323.19
Synonym(s) tert-butyl 5,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-oxopyridine-1(2H)-carboxylate
SMILES O=C(N1CCC(B2OC(C)(C)C(C)(C)O2)=CC1=O)OC(C)(C)C

Description

tert-Butyl 2-oxo-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate features a boronate ester group enabling direct Suzuki-Miyaura coupling under mild conditions. The dihydropyridine core offers a reactive site for functionalization, while the tert-butyl ester ensures stability and ease of handling. This compound integrates seamlessly into complex molecule synthesis workflows.

Application

tert-Butyl 2-oxo-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The dioxaborolane moiety enables reliable coupling under mild conditions, while the 2-oxopyridine core offers compatibility with diverse functional groups and facilitates downstream derivatization. Its bench-stable nature and ease of purification support efficient synthesis of complex heterocyclic scaffolds in medicinal chemistry and process development workflows.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 65.07
LogP 2.7116
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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tert-Butyl 2-oxo-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate

CAS No. 1345469-26-2

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