Description

1H-Indole-1-Carboxylic Acid, 2-Borono-5-[[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]Methyl]-, 1,1-Dimethylethyl Ester is a sophisticated, multi-functional organoboron building block protected with tert-butyldimethylsilyl (TBS) and tert-butyl ester groups. This compound matters as a key synthetic intermediate, offering chemoselective reactivity for constructing complex indole-based molecules, which are prevalent in pharmaceuticals and advanced materials. It is primarily needed by research chemists and process development scientists in the pharmaceutical, agrochemical, and material science industries for applications in cross-coupling reactions, medicinal chemistry, and the synthesis of novel heterocyclic compounds.

Application

• Pharmaceutical Intermediate: Critical for the synthesis of novel drug candidates, particularly those containing the indole scaffold common in CNS and oncology therapeutics.
• Suzuki-Miyaura Cross-Coupling Reactions: Serves as a versatile boronic ester partner for palladium-catalyzed C-C bond formation to create complex biaryl structures.
• Medicinal Chemistry & SAR Studies: Used in structure-activity relationship explorations to develop new bioactive molecules with optimized properties.
• Agrochemical Research: Employed in the development of new generation herbicides and fungicides containing functionalized indole motifs.
• Material Science Precursor: Acts as a building block for organic electronic materials, such as OLEDs and conductive polymers, due to its conjugated indole system.
• Process Chemistry & Scale-up: Suitable for developing scalable synthetic routes to target molecules in kilo-lab and pilot plant settings.

Basic Information

Item	Details
Product Name	1H-Indole-1-Carboxylic Acid, 2-Borono-5-[[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]Methyl]-, 1,1-Dimethylethyl Ester
CAS No.	335649-84-8
Molecular Formula	C21H34BNO4Si
Molecular Weight	403.40 g/mol
Synonyms	2-Borono-5-((tert-butyldimethylsilyloxy)methyl)-1H-indole-1-carboxylic acid tert-butyl ester; tert-Butyl 2-borono-5-(((tert-butyldimethylsilyl)oxy)methyl)-1H-indole-1-carboxylate; 5-((Tert-Butyldimethylsilyloxy)methyl)-1-(tert-butoxycarbonyl)indole-2-boronic acid; TBS-protected Indole-2-boronic acid tert-butyl ester; Boronate Ester of Indole; B-Protected Indole Building Block
EINECS	Contact for details

Quality Control

Our 1H-Indole-1-Carboxylic Acid, 2-Borono-5-[[[(1,1-Dimethylethyl)Dimethylsilyl]Oxy]Methyl]-, 1,1-Dimethylethyl Ester is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity and NMR for structural confirmation, to ensure compliance with exacting standards for research and process chemistry. Comprehensive Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C or as indicated on the label. This product is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (argon or nitrogen) when possible to maintain stability and purity. Keep the container tightly sealed in a desiccator for long-term storage.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95%
Water Content (KF)	≤ 0.5%

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