Tert-butyl 5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate

Name: Tert-butyl 5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 2304635-21-8
Cat. No. CS-0504509
Purity≥96%
MDL No.MFCD27987365

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Tert-butyl 5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate|CS-0504509

Structure of 2304635-21-8

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Description

Tert-butyl 5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate features a boronate ester handle integrated into a dihydropyridine scaffold, enabling efficient Suzuki-Miyaura coupling. The tert-butyl carbamate group enhances solubility and stability, while the tetramethyl-substituted dioxaborolane resists protodeboronation. This bench-stable reagent streamlines access to functionalized pyridine derivatives in medicinal chemistry and materials synthesis.

Application

Tert-butyl 5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. Its stable dioxaborolane group enables efficient C–C bond formation under mild conditions, while the dihydropyridine core provides a platform for further functionalization. The tert-butyl ester is compatible with standard deprotection protocols, offering straightforward access to bioactive pyridine derivatives in medicinal chemistry and process development workflows.

General Information

CAS No. 2304635-21-8
Cat. No. CS-0504509
Purity ≥96%
MDL No. MFCD27987365
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₃₀BNO₄
Molecular Weight 323.24
Synonym(s) Tert-butyl 5-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-YL)-1,2,3,6-tetrahydropyridine-1-carboxylate
SMILES CC1=C(B2OC(C)(C)C(C)(C)O2)CCN(C(=O)OC(C)(C)C)C1

Computational Chemistry Data

TPSA 48
LogP 3.5751
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-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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

CAS No. 2304635-21-8

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