Description

Methyl 5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-Indole-2-Carboxylate is a high-value, multi-functional indole derivative featuring a pinacol boronate ester group. This compound serves as a critical synthetic intermediate, enabling efficient carbon-carbon bond formation via Suzuki-Miyaura cross-coupling reactions. It is primarily utilized by pharmaceutical R&D teams and fine chemical manufacturers for constructing complex heterocyclic scaffolds in drug discovery programs and advanced material synthesis.

Application

• Pharmaceutical Intermediate: Key building block for synthesizing novel indole-based active pharmaceutical ingredients (APIs) and drug candidates, particularly in oncology and CNS therapeutic areas.
• Suzuki-Miyaura Cross-Coupling: Enables the efficient introduction of the indole-2-carboxylate moiety into complex molecules under mild palladium-catalyzed conditions.
• Material Science Research: Used in the development of organic semiconductors, liquid crystals, and advanced polymers where the indole core imparts specific electronic or structural properties.
• Agrochemical Synthesis: Intermediate for creating novel crop protection agents and herbicides with enhanced efficacy.
• Chemical Biology Probes: Serves as a precursor for fluorescent tags or molecular probes used in biochemical and cellular imaging studies.
• Academic & Contract Research: Essential reagent for methodology development and synthetic chemistry research in academic and industrial laboratories.

Basic Information

Product Name	Methyl 5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-Indole-2-Carboxylate
CAS No.	284660-89-5
Molecular Formula	C16H20BNO4
Molecular Weight	301.15 g/mol
Synonyms	Methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-2-carboxylate; 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-2-carboxylic acid methyl ester; 1H-Indole-2-carboxylic acid, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester; Methyl 5-Boc-indole-2-carboxylate (common abbreviation); 5-Pinacolatoboryl-1H-indole-2-carboxylic acid methyl ester
EINECS	Contact for details

Quality Control

Our Methyl 5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-Indole-2-Carboxylate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC, NMR, and MS, to ensure high chemical purity and structural integrity. Certificates of Analysis (COA) with detailed chromatographic and spectroscopic data are provided to guarantee compliance with your research or production specifications.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (e.g., nitrogen or argon) at 2-8°C in a cool, dry place. This material is hygroscopic (moisture-sensitive) and easily oxidized; prolonged exposure to air, moisture, or elevated temperatures should be avoided to maintain stability and purity.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (HPLC)	Conforms
Identification (NMR)	Conforms
Purity (HPLC)	≥ 97.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

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