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

Name: tert-Butyl (1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropyl)carbamate
Brand: ChemScene
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CAS No. 1004294-78-3
Cat. No. CS-0162403
Purity≥96%
MDL No.None

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tert-Butyl (1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropyl)carbamate|CS-0162403

Structure of 1004294-78-3

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Description

tert-Butyl (1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropyl)carbamate features a boronate ester group integrated with a cyclopropyl scaffold, enabling robust Suzuki-Miyaura coupling reactions. The tetramethyl-substituted dioxaborolane moiety enhances stability and reactivity under standard conditions. This bench-stable reagent simplifies the construction of complex arylated architectures in medicinal chemistry and materials synthesis.

Application

tert-Butyl (1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropyl)carbamate serves as a robust boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The cyclopropyl scaffold imparts structural rigidity and metabolic stability, while the Bpin group enables efficient coupling under mild conditions. Its tert-butyl carbamate protecting group ensures excellent bench stability, ease of purification, and compatibility with diverse functional groups, making it ideal for constructing complex pharmaceutical intermediates and heterocyclic scaffolds in medicinal chemistry workflows.

General Information

CAS No. 1004294-78-3
Cat. No. CS-0162403
Purity ≥96%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₃₀BNO₄
Molecular Weight 359.27
Synonym(s) Carbamic acid, N-[1-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl]-, 1,1-dimethylethyl ester
SMILES O=C(OC(C)(C)C)NC1(C2=CC=CC(B3OC(C)(C)C(C)(C)O3)=C2)CC1

Computational Chemistry Data

TPSA 56.79
LogP 3.4996
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 3

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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

CAS No. 1004294-78-3

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