4-Methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine

Name: 4-Methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine
Brand: ChemScene
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CAS No. 519054-54-7
Cat. No. CS-0091166
Purity≥97%
MDL No.MFCD04115377

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4-Methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine|CS-0091166

Structure of 519054-54-7

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General Information

CAS No. 519054-54-7
Cat. No. CS-0091166
Purity ≥97%
MDL No. MFCD04115377
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₂BNO₃
Molecular Weight 275.15
Synonym(s) 4-methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-1,4-benzoxazine
SMILES CC1(C)C(C)(C)OB(C2=CC=C3N(C)CCOC3=C2)O1

Description

4-Methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine features a stable boronate ester group enabling efficient Suzuki-Miyaura coupling. The dihydrobenzoxazine core provides a rigid, electron-rich scaffold for medicinal chemistry applications. This bench-stable reagent integrates seamlessly into diversification workflows and pairs effectively with aryl halides under mild conditions.

Application

4-Methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine serves as a versatile boronate building block for palladium-catalyzed cross-coupling reactions. Its stable dioxaborolane group enables efficient Suzuki-Miyaura coupling under mild conditions, facilitating the construction of biaryl and heteroaryl scaffolds. The molecule exhibits excellent bench stability, compatibility with diverse functional groups, and ease of purification—ideal for iterative synthesis 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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 30.93
LogP 1.8144
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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4-Methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine

CAS No. 519054-54-7

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