tert-Butyl 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate

Name: tert-Butyl 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate
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CAS No. 262444-42-8
Cat. No. CS-0001977
Purity≥95%
MDL No.MFCD09033883

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tert-Butyl 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate|CS-0001977

Structure of 262444-42-8

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Description

tert-Butyl 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate is a bench-stable boronate ester featuring a fluoro-substituted aryl handle and a protected carbamate group. This structure enables efficient palladium-catalyzed cross-coupling reactions under standard conditions, facilitating the incorporation of fluorinated aromatic motifs into complex molecular architectures with high functional group tolerance.

Application

tert-Butyl 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The fluoro substituent enables directed ortho-metalation and facilitates downstream functionalization, while the boronate ester group offers excellent stability, ease of handling, and compatibility with diverse reaction conditions. The tert-butyl carbamate protects the amine, providing orthogonal functionality and simplifying purification. This reagent is particularly valuable in constructing biaryl scaffolds and heterocyclic motifs common in pharmaceutical research.

General Information

CAS No. 262444-42-8
Cat. No. CS-0001977
Purity ≥95%
MDL No. MFCD09033883
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₂₅BFNO₄
Molecular Weight 337.19
Synonym(s) Tert-Butyl-2-Fluoro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-yl)Phenylcarbamate
SMILES O=C(OC(C)(C)C)NC1=C(F)C=C(C=C1)B(OC(C)2C)OC2(C)C

Computational Chemistry Data

TPSA 56.79
LogP 3.4719
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

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 Fluoride

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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tert-Butyl 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate

CAS No. 262444-42-8

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