• 3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole (CAS 832114-00-8) - TCI D3772 - AMI Scientific
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TCI

CAS 832114-00-8

3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole TCI D3772

3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole TCI D3772
Rp 1.181.250,00
Rp 1.181.250,00
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TCI D3772, 3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole, CAS number 832114-00-8, is an organoboron reagent built on an isoxazole ring whose boron group is protected as a pinacol ester. The material is prepared specifically for cross-coupling reactions, particularly Suzuki–Miyaura couplings, in which the isoxazole heteroaromatic ring is joined to an aryl or heteroaryl halide. With a reagent of this kind, synthetic chemists can attach a dimethyl-substituted isoxazole fragment directly onto the framework of a target molecule, without having to construct that heterocyclic ring from scratch.

The advantage that makes this reagent a preferred choice lies in its pinacol ester form. Compared with free boronic acids, which tend to undergo deboronation readily and are difficult to weigh out consistently, pinacol esters are generally more stable in storage, easier to purify, and more robust during routine handling in the laboratory. The two methyl groups at the 3- and 5-positions provide steric protection and an electronic influence on the ring, while the isoxazole ring itself is a motif frequently encountered in bioactive molecules. That combination makes this reagent a practical option for expanding structural diversity.

In Indonesian laboratories, a reagent of this type is typically used in university and institutional synthetic chemistry groups, as well as in research units working on medicinal chemistry and heterocyclic building blocks. It is normally ordered in small quantities for specific coupling steps, weighed out on an analytical balance, and used in reactions run under an inert atmosphere with a palladium catalyst. Its stability as a pinacol ester is helpful in warm, humid conditions, where free boronic acids are less convenient to keep on the shelf.

  • Suzuki–Miyaura cross-coupling: the pinacol boronate transfers the isoxazole ring to aryl or heteroaryl halides under palladium catalysis, giving direct access to biaryl-type linkages.
  • Medicinal chemistry building block: the isoxazole ring is a motif often found in bioactive molecules, so this reagent installs a pharmacophore-relevant fragment in a single coupling step.
  • Heteroaromatic fragment installation: instead of constructing the substituted isoxazole ring de novo, chemists can couple the ready-made 3,5-dimethylisoxazole unit straight onto an existing molecular framework.
  • Analogue synthesis and structural diversification: the reagent lets a research group vary the halide partner while keeping the isoxazole fragment constant, generating series of related compounds efficiently.
  • Method and catalyst screening: because pinacol esters are more stable and easier to weigh consistently than free boronic acids, this reagent gives reproducible input for optimising coupling conditions.

Brand TCI (Tokyo Chemical Industry)
CAS number 832114-00-8
Molecular formula —
Purity —
Category Chemistry > Organometallic Reagents > Organoboron [Organometallic Reagents]
Pack sizes available in standard TCI research-scale pack sizes; please confirm the currently listed options when ordering
Physical form —
Storage keep in a tightly closed original container in a cool, dry place, away from moisture
  • Catalogue number: D3772

Store the reagent in its original tightly closed container in a cool, dry, well-ventilated place, protected from moisture and away from heat sources and direct sunlight. Amber glass or the supplied original packaging is suitable; for frequently opened stock, keeping the container in a desiccator or under an inert atmosphere helps preserve quality. Weigh out portions promptly and reseal the container to limit exposure to humid air. Handle in a fume hood using safety glasses, gloves, and a laboratory coat, avoid contact with skin, eyes, and clothing, and avoid breathing dust. Keep away from strong oxidising agents, label all derived solutions clearly, and dispose of residues and contaminated materials as chemical waste in accordance with institutional procedures. Always consult the manufacturer's safety data sheet before first use.

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