tert-Butyl 4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate

Name: tert-Butyl 4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate
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CAS No. 1073354-59-2
Cat. No. CS-0060947
Molecule weight388.31
Purity≥95%
MDL No.None

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tert-Butyl 4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate|CS-0060947

Structure of 1073354-59-2

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General Information

CAS No. 1073354-59-2
Cat. No. CS-0060947
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₃₃BN₂O₄
Molecular Weight 388.31
Synonym(s) tert-Butyl 4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaboro-lan-2-yl)phenyl)piperazine-1-carboxylate
SMILES CC(C)(C)OC(=O)N1CCN(CC1)C2=CC=CC=C2B3OC(C)(C)C(C)(C)O3

Description

tert-Butyl 4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate features a boronate ester group enabling efficient Suzuki-Miyaura coupling. The piperazine scaffold offers tunable solubility and metabolic stability, while the tert-butyl carbamate protects the amine under standard reaction conditions. This reagent streamlines access to complex biaryl piperazines in medicinal chemistry and materials synthesis.

Application

tert-Butyl 4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pinacol boronate group enables efficient C–C bond formation under mild conditions, while the piperazine scaffold provides a proven pharmacophore core in medicinal chemistry. The tert-butyl carbamate offers excellent bench stability and compatibility with diverse reaction conditions, facilitating straightforward purification and downstream functionalization.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 51.24
LogP 3.0429
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl 4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate

CAS No. 1073354-59-2

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