tert-Butyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)carbamate

Name: tert-Butyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)carbamate
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CAS No. 360792-43-4
Cat. No. CS-0147651
Molecule weight347.26
Purity≥95%
MDL No.MFCD22415459

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tert-Butyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)carbamate|CS-0147651

Structure of 360792-43-4

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General Information

CAS No. 360792-43-4
Cat. No. CS-0147651
Purity ≥95%
MDL No. MFCD22415459
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₃₀BNO₄
Molecular Weight 347.26
Synonym(s) None
SMILES O=C(OC(C)(C)C)NCCC1=CC=C(C=C1)B2OC(C)(C)C(O2)(C)C

Description

This boronate ester features a tert-butyl carbamate-protected amine appended to a phenethyl linker bearing a tetramethylboronate group. The robust dioxaborolane moiety enables reliable Suzuki-Miyaura cross-coupling under standard conditions, while the tert-butyl carbamate provides stable protection of the amine functionality during synthetic manipulations.

Application

tert-Butyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)carbamate serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The Bpin group enables efficient coupling with aryl and heteroaryl halides under mild conditions, while the tert-butyl carbamate protects the primary amine, offering orthogonal functionality and ease of subsequent deprotection. Its high functional group tolerance and compatibility with diverse reaction setups make it a practical choice for constructing complex molecular architectures in medicinal chemistry and materials science.

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 56.79
LogP 3.053
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)carbamate

CAS No. 360792-43-4

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