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1-Boc-indole-5-boronic acid pinacol ester

CAS 777061-36-6C19H26BNO4Chemical Synthesis

1-Boc-indole-5-boronic acid pinacol ester (CAS: 777061-36-6; C19H26BNO4) is a valuable organometallic reagent featuring a protected indole core and a boronate ester moiety. This compound is primarily utilised in organic synthesis, particularly in cross-coupling reactions. Its protected indole structure allows for selective functionalization, making it a key building block for complex molecular architectures in research and development.

IUPAC
1-Boc-5-indoleboronic acid pinacol ester,5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-Boc-indole
Synonyms
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-Boc-indole
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1-Boc-indole-5-boronic acid pinacol ester (C19H26BNO4) — chemical structure, CAS 777061-36-6; Chemistry, fine chemical supplied by Tech Serve Solutions
Boronate EstersChemical SynthesisHeteroaryl Boronate EstersOrganometallic Reagents
01 /Applications

Suzuki-Miyaura Cross-Coupling Reactions

As a boronate ester, this compound is an effective coupling partner in Suzuki-Miyaura reactions for the formation of carbon-carbon bonds. It is used to introduce the protected indole-5-yl group onto various organic scaffolds.

Medicinal Chemistry and Drug Discovery

The indole scaffold is prevalent in many biologically active molecules. This reagent serves as a precursor for synthesising novel indole-containing compounds with potential therapeutic applications.

Materials Science

Indole derivatives can be incorporated into organic electronic materials. This boronate ester offers a route to functionalized indoles for applications in areas such as organic semiconductors or optoelectronic devices.

Advanced Organic Synthesis

The Boc-protected indole allows for controlled synthetic transformations, enabling chemists to build complex molecules step-by-step with regioselectivity and chemoselectivity.

02 /Properties
Molecular weight343.23
Empirical formulaC19H26BNO4
Assay97%
Melting point131-136 °C(lit.)
03 /Safety & handling

Hazard statements

  • H413May cause long-lasting harmful effects to aquatic life
Protective equipmentEyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Water hazard class (WGK, DE)3

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
777061-36-6
MDL number
MFCD05663895
PubChem substance
24883088
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is 1-Boc-indole-5-boronic acid pinacol ester used for?

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1-Boc-indole-5-boronic acid pinacol ester is primarily used as a building block in organic synthesis, particularly for Suzuki-Miyaura cross-coupling reactions to introduce a protected indole moiety into complex molecules for medicinal chemistry, materials science, and research.

What is the CAS number and molecular formula?

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The CAS number is 777061-36-6, and the molecular formula is C19H26BNO4.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this product with an assay of 97%. It is typically considered a research or technical grade chemical, and we do not represent it as USP, BP, or EP grade.

What are the safety and handling precautions?

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This compound may cause long-lasting harmful effects to aquatic life (H413). Appropriate personal protective equipment, including eyeshields, gloves, and a type N95 (US) or type P1 (EN143) respirator filter, should be used during handling. It has a melting point of 131-136 °C.

How is this chemical shipped and exported?

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Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, and we ensure appropriate packaging and documentation for the safe and compliant shipment of 1-Boc-indole-5-boronic acid pinacol ester worldwide.

How can I request a quote or sample?

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To request a quote or sample for 1-Boc-indole-5-boronic acid pinacol ester, please contact our sales department via the website or direct inquiry, providing your specific requirements.

Need 1-Boc-indole-5-boronic acid pinacol ester in a specific grade or volume?