tert-Butyl 3-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate

Name: tert-Butyl 3-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate
Brand: ChemScene
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CAS No. 1268816-61-0
Cat. No. CS-0030205
Purity≥95%
MDL No.MFCD22380659

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tert-Butyl 3-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate|CS-0030205

Structure of 1268816-61-0

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Description

tert-Butyl 3-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate features a boronate ester-functionalized tetrahydropyridine core with enhanced stability and solubility. This bench-stable reagent integrates readily into Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. The tert-butyl carbamate group provides protection and facilitates purification, while the tetramethylboronate moiety ensures high reactivity and compatibility with diverse reaction partners.

Application

tert-Butyl 3-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The tetrahydropyridine core provides a stable, electron-rich heterocyclic scaffold with defined stereochemistry, while the Bpin group enables reliable C–C bond formation under mild conditions. Bench-stable and compatible with diverse functional groups, it facilitates efficient access to substituted pyridine derivatives in medicinal chemistry and process development workflows.

General Information

CAS No. 1268816-61-0
Cat. No. CS-0030205
Purity ≥95%
MDL No. MFCD22380659
Storage -20°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₃₀BNO₄
Molecular Weight 323.24
Synonym(s) 3,6-dihydro-3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1(2H)-Pyridinecarboxylic acid 1,1-dimethylethyl ester
SMILES O=C(N1CC=C(B2OC(C)(C)C(C)(C)O2)C(C)C1)OC(C)(C)C

Computational Chemistry Data

TPSA 48
LogP 3.431
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

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+P364

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Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Key Words

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tert-Butyl 3-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate

CAS No. 1268816-61-0

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