Description

4-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine is a high-value, advanced pharmaceutical intermediate featuring a protected boronic ester functional group, enabling critical carbon-carbon bond formation in complex molecule synthesis. This compound is essential for medicinal chemists and process development scientists seeking to streamline the production of novel active pharmaceutical ingredients (APIs) and agrochemicals. Its primary utility lies in Suzuki-Miyaura cross-coupling reactions, making it a key building block for research and commercial-scale manufacturing in life sciences.

Application

• Pharmaceutical Intermediate: A crucial precursor in the synthesis of complex drug molecules, particularly those targeting central nervous system (CNS) disorders, through palladium-catalyzed cross-coupling reactions.
• Agrochemical Synthesis: Used in the research and development of novel herbicides, fungicides, and insecticides that require the incorporation of the benzo[b][1,4]oxazine scaffold.
• Material Science Research: Serves as a specialized monomer or building block for creating advanced organic electronic materials, such as organic light-emitting diodes (OLEDs) and semiconductors.
• Chemical Biology & Probe Development: Employed in the design and synthesis of molecular probes and tool compounds for studying biological pathways and target engagement.
• Process Chemistry & Scale-up: Provides a reliable and consistent starting material for optimizing and scaling up synthetic routes from laboratory to pilot plant and commercial production.
• Contract Research & Manufacturing (CRO/CMO): A key raw material for organizations offering custom synthesis and manufacturing services for the pharmaceutical and biotechnology industries.

Basic Information

Product Name	4-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine
CAS No.	1256256-24-2
Molecular Formula	C15H22BNO3
Molecular Weight	275.15 g/mol
Synonyms	6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine; 4-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-3,4-dihydro-1,4-benzoxazine; 2H-Benzo[b][1,4]oxazine, 3,4-dihydro-4-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-; Pinacol 4-Methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-boronate; 4-Methyl-6-Bpin-3,4-dihydro-2H-benzo[b][1,4]oxazine
EINECS	Contact for details

Quality Control

Every batch of 4-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine is manufactured and tested under strict quality management systems. Our products undergo rigorous analytical testing, including HPLC, NMR, and MS, to ensure high chemical purity and structural identity, meeting the stringent requirements of pharmaceutical R&D and production. A comprehensive Certificate of Analysis (COA) detailing purity, impurities, and other critical parameters is provided with each shipment to ensure full traceability and compliance.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). Due to its hygroscopic (moisture-sensitive) nature, the container must be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation. Keep away from incompatible materials.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (HPLC)	Conforms to reference standard
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%
Single Unknown Impurity (HPLC)	≤ 1.0%
Total Impurities (HPLC)	≤ 3.0%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.