tert-Butyl (3-cyano-4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-7-fluorobenzo[b]thiophen-2-yl)carbamate

Name: tert-Butyl (3-cyano-4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-7-fluorobenzo[b]thiophen-2-yl)carbamate
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CAS No. 2649788-80-5
Cat. No. CS-0356858
Purity≥98%
MDL No.None

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tert-Butyl (3-cyano-4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-7-fluorobenzo[b]thiophen-2-yl)carbamate|CS-0356858

Structure of 2649788-80-5

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Description

tert-Butyl (3-cyano-4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-7-fluorobenzo[b]thiophen-2-yl)carbamate features a boronate ester group flanked by electron-withdrawing cyano and fluorine substituents, enabling stable coupling in Suzuki-Miyaura reactions. The tert-butyl carbamate handles the nitrogen, ensuring protection during synthesis. This molecule integrates cleanly into complex scaffolds with high functional group tolerance.

Application

tert-Butyl (3-cyano-4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-7-fluorobenzo[b]thiophen-2-yl)carbamate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The 5,5-dimethyl-1,3,2-dioxaborinane moiety provides excellent stability and reactivity under standard conditions, enabling efficient C–C bond formation. The molecule features orthogonal functional groups—cyano, fluoro, and carbamate—that permit further derivatization. Its bench-stable nature and compatibility with diverse reaction partners make it ideal for constructing complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

General Information

CAS No. 2649788-80-5
Cat. No. CS-0356858
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₂₂BFN₂O₄S
Molecular Weight 404.26
Synonym(s) None
SMILES N#CC1=C(NC(OC(C)(C)C)=O)SC2=C(C=CC(B3OCC(C)(CO3)C)=C12)F

Computational Chemistry Data

TPSA 80.58
LogP 4.02728
H_Acceptors 6
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-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiophene compounds

Key Words

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tert-Butyl (3-cyano-4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-7-fluorobenzo[b]thiophen-2-yl)carbamate

CAS No. 2649788-80-5

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