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

Name: tert-Butyl (2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)carbamate
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CAS No. 1202794-01-1
Cat. No. CS-0060969
Molecule weight283.17
Purity≥95%
MDL No.MFCD24466576

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tert-Butyl (2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)carbamate|CS-0060969

Structure of 1202794-01-1

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General Information

CAS No. 1202794-01-1
Cat. No. CS-0060969
Purity ≥95%
MDL No. MFCD24466576
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₆BNO₄
Molecular Weight 283.17
Synonym(s) tert-butyl-N-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl]carbamate
SMILES CC(C)(C)OC(=O)NCC(=C)B1OC(C)(C)C(C)(C)O1

Description

tert-Butyl (2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)carbamate features a boronate ester group integrated with a vinyl-linked carbamate handle, enabling efficient palladium-catalyzed cross-coupling reactions. This bench-stable reagent facilitates rapid incorporation of allylboron units into complex molecular architectures under mild conditions.

Application

tert-Butyl (2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)carbamate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The robust boronate ester moiety enables efficient C–C bond formation under mild conditions, while the tert-butyl carbamate group provides orthogonal protection for amine functionalities. This reagent exhibits excellent stability, ease of handling, and compatibility with diverse functional groups, making it ideal for iterative synthesis of complex molecules in medicinal chemistry and materials science applications.

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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Computational Chemistry Data

TPSA 56.79
LogP 2.6987
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Functional Group Olefins

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Key Words

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

CAS No. 1202794-01-1

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