4-(4-Boc-piperazinemethyl)phenylboronic acid pinacol ester

Name: 4-(4-Boc-piperazinemethyl)phenylboronic acid pinacol ester
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CAS No. 470478-90-1
Cat. No. CS-M2470
Purity≥97%
MDL No.MFCD06411544

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4-(4-Boc-piperazinemethyl)phenylboronic acid pinacol ester|CS-M2470

Structure of 470478-90-1

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General Information

CAS No. 470478-90-1
Cat. No. CS-M2470
Purity ≥97%
MDL No. MFCD06411544
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₃₃BN₂O₄
Molecular Weight 388.31
Synonym(s) None
SMILES CC1(C)OB(C2=CC=C(N3CCN(C(OC(C)(C)C)=O)CC3)C=C2)OC1(C)C

Description

tert-Butyl 4-(4-(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 tert-butyl carbamate protects the piperazine nitrogen, enhancing stability and solubility. This reagent streamlines access to complex biaryl architectures in medicinal chemistry and materials synthesis under standard conditions.

Application

tert-Butyl 4-(4-(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 piperazine core provides a pharmacophoric scaffold commonly found in medicinal chemistry, while the boronate ester enables efficient C–C bond formation under mild conditions. Bench-stable and compatible with diverse functional groups, it facilitates rapid assembly of complex arylated heterocycles with high reproducibility in both academic and industrial settings.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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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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4-(4-Boc-piperazinemethyl)phenylboronic acid pinacol ester

CAS No. 470478-90-1

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