1,3(2H)-Pyridinedicarboxylic acid, 5,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1-(1,1-dimethylethyl) 3-ethyl ester

Name: 1,3(2H)-Pyridinedicarboxylic acid, 5,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1-(1,1-dimethylethyl) 3-ethyl ester
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CAS No. 1194488-90-8
Cat. No. CS-0006463
Purity≥95%
MDL No.MFCD14635514

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1,3(2H)-Pyridinedicarboxylic acid, 5,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1-(1,1-dimethylethyl) 3-ethyl ester|CS-0006463

Structure of 1194488-90-8

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Description

This boronate ester features a 1,3(2H)-pyridinedicarboxylic acid core with a sterically protected dihydro-4-(tetramethylboronate) group and two alkyl ester substituents. The 1-(1,1-dimethylethyl) and 3-ethyl esters enhance stability and solubility, enabling reliable use in cross-coupling reactions under standard conditions.

Application

This boronate ester serves as a versatile building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The 1,3(2H)-pyridinedicarboxylic acid core provides orthogonal functionality for further derivatization, while the tetramethylborolane moiety ensures excellent bench stability and compatibility with diverse reaction conditions. The tert-butyl and ethyl ester groups facilitate purification and selective deprotection, making this compound well-suited for medicinal chemistry and process development workflows.

General Information

CAS No. 1194488-90-8
Cat. No. CS-0006463
Purity ≥95%
MDL No. MFCD14635514
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₃₂BNO₆
Molecular Weight 381.27
Synonym(s) 1-Tert-butyl 3-ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)-5,6-dihydropyridine-1,3(2H)-dicarboxylate
SMILES O=C(N1CCC(B2OC(C)(C)C(C)(C)O2)=C(C(OCC)=O)C1)OC(C)(C)C

Computational Chemistry Data

TPSA 74.3
LogP 3.1183
H_Acceptors 6
H_Donors 0
Rotatable_Bonds 3

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 : H302-H315-H319-H335
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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Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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1,3(2H)-Pyridinedicarboxylic acid, 5,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1-(1,1-dimethylethyl) 3-ethyl ester

CAS No. 1194488-90-8

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