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1-(Phenylsulfonyl)-2-indolylboronic acid MIDA ester

CAS 1158984-95-2C19H17BN2O6SChemical Synthesis

1-(Phenylsulfonyl)-2-indolylboronic acid MIDA ester (CAS: 1158984-95-2) is a complex organoboron compound with the molecular formula C19H17BN2O6S and a molecular weight of 412.22 g/mol. This MIDA boronate ester is primarily utilised as a versatile building block in organic synthesis. Its structure, featuring a phenylsulfonyl indole core linked to a boronic acid protected by methyliminodiacetic acid (MIDA), allows for controlled cross-coupling reactions and the construction of intricate molecular architectures.

IUPAC
1-(Phenylsulfonyl)indole-2-boronic acid MIDA ester,1-(Phenylsulfonyl)indole-2-boronic acid,Methyliminodiacetic acid anhydride
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1-(Phenylsulfonyl)-2-indolylboronic acid MIDA ester (C19H17BN2O6S) — chemical structure, CAS 1158984-95-2; Chemistry, fine chemical supplied by Tech Serve Solutions
Chemical SynthesisHeteroaryl MIDA BoronatesMIDA BoronatesOrganometallic Reagents
01 /Applications

Organic Synthesis Building Block

This compound serves as a key intermediate in the synthesis of complex organic molecules. The MIDA ester protection facilitates stable handling and storage while enabling selective participation in various coupling reactions.

Cross-Coupling Reactions

The boronic acid moiety, masked as a MIDA ester, is amenable to palladium-catalysed cross-coupling reactions, such as Suzuki-Miyaura couplings. This allows for the formation of new carbon-carbon bonds with high regioselectivity.

Heterocyclic Chemistry

Its indole core makes it a valuable reagent for introducing functionalised indole motifs into larger structures, relevant in medicinal chemistry and materials science research.

02 /Properties
Molecular weight412.22
Empirical formulaC19H17BN2O6S
Assay96%
ApplicationExcludes solvent of crystallization. May contain up to 1.2 mole equivalence DMSO
Melting point159-165 °C
03 /Safety & handling
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
1158984-95-2
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-(Phenylsulfonyl)-2-indolylboronic acid MIDA ester used for?

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1-(Phenylsulfonyl)-2-indolylboronic acid MIDA ester is primarily used as a building block in organic synthesis and for participating in cross-coupling reactions.

What is the CAS number and molecular formula for 1-(Phenylsulfonyl)-2-indolylboronic acid MIDA ester?

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The CAS number is 1158984-95-2 and the molecular formula is C19H17BN2O6S.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this compound at a minimum purity of 96%. We do not represent it as USP, BP, EP, or other pharmacopoeia grades.

What are the safety and handling recommendations for this product?

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Appropriate personal protective equipment, including eyeshields and gloves, is required. A type N95 (US) or type P1 (EN143) respirator filter should be used. The compound is classified under WGK Germany 3, indicating a high hazard to water.

How is this chemical packed, shipped, and exported?

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Tech Serve Solutions is a global supplier and exporter, capable of handling diverse packaging and shipping requirements according to international regulations.

How can I request a sample or obtain a quote for 1-(Phenylsulfonyl)-2-indolylboronic acid MIDA ester?

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To request a sample or obtain a quote, please contact the Tech Serve Solutions sales team through our website or by phone.

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