61632-72-2

Usage

Uses

Used in Pharmaceutical Industry:
4-Bromobutylboronic acid is used as a reactant for the stereoselective preparation of chiral tertiary alkylamines. This application is particularly important in the pharmaceutical industry, as chiral tertiary alkylamines are key components in the synthesis of various drugs and pharmaceutical compounds. The use of 4-Bromobutylboronic acid in this process allows for the creation of these chiral compounds with high selectivity and efficiency.
Used in Chemical Synthesis:
In the field of chemical synthesis, 4-Bromobutylboronic acid serves as a valuable building block for the creation of more complex molecules. Its unique structure allows it to be used in various reactions, such as cross-coupling reactions, to form a wide range of organic compounds with potential applications in various industries.
Used in Material Science:
4-Bromobutylboronic acid can also be utilized in the development of new materials with specific properties. Its ability to form stable bonds with other molecules makes it a useful component in the synthesis of polymers, coatings, and other materials with tailored characteristics for various applications.

Upstream product

• 19243-54-0 Dimethyl-4-brom-1-butanboronat 
• 5162-44-7 1-bromo-4-butene 
• 7732-18-5 water 
• 10294-34-5 boron trichloride 
• 124215-50-5 2-(4-bromobutyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 55671-55-1 dibromoborane-methyl sulfide complex 
• 55671-55-1 dibromoborane dimethylsulfide 

Downstream Products

• 124215-50-5 2-(4-bromobutyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 144266-70-6 2-(4'-azidobutyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 133038-74-1 (S)-(-)-1-phenylethyl N,N-diisopropylcarbamate 

Relevant academic research and scientific papers

A General C(sp3)-C(sp3) Cross-Coupling of Benzyl Sulfonylhydrazones with Alkyl Boronic Acids

A general transition-metal-free cross-coupling between benzylic sulfonylhydrazones and 1°, 2°, or 3° alkyl boronic acids is reported. The base-promoted reaction is operationally simple and exhibits a broad substrate scope to forge a variety of alkyl-alkyl bonds, including between sterically encumbered secondary and tertiary sp3-carbons. The ability of this method to simplify retrosynthetic analysis is exemplified by the improved synthesis of multiple medicinally relevant scaffolds.

Potassium haloalkyltrifluoroborate salts: Synthesis, application, and reversible ligand replacement with MIDA

Increased interest in boron-containing pharmaceuticals has created a need for efficient syntheses of organoboron compounds. This article describes one- and two-pot syntheses of potassium haloalkyltrifluoroborate salts, important building blocks for the incorporation of boron into complex molecules. The sequential, high-yielding procedures (65% to 92%) involve hydroboration of commercially available haloalkenes with dichloroborane (prepared in situ from triethylsilane and boron trichloride), followed by treatment of the crude hydroboration products with potassium hydrogen difluoride. A hexaethyldisiloxane byproduct that hinders the isolation of the desired boronic acids and esters was identified and easily removed via this procedure. The value of the potassium haloalkyltrifluoroborate salts is subsequently demonstrated in example substitution reactions, which were followed by a reversible ligand replacement with N-methyliminodiacetic acid (MIDA). Reversibly switching these orthogonal boron protecting groups enables full exploitation of their favorable chemical properties, effectively bridging these platforms and further expanding their scope and utility.

N-substituted-(Dihydroxyboryl)alkyl purine, indole and pyrimidine derivatives, useful as inhibitors of inflammatory cytokines

Novel N-substituted-(dihydroxyboryl)alkyl purine, indole and pyrimidine derivatives have been found to be useful as inhibitors of inflammatory cytokines. They can be used, inter alia, in the therapy of septic shock, cachexia, rheumatoid arthritis, inflammatory bowel disease, multiple sclerosis and AIDS. The compounds are typically prepared by reaction of an bromoalkyl boronic acid with the purine, indole or pyrimidine base.

R-enatiomerically pure hydroxylated xanthine compounds to treat baldness

There is disclosed compounds and pharmaceutical compositions that are a resolved R or S (preferably R) enantiomer of an ω-1 alcohol of a straight chain alkyl (C5-8) substituted at the 1-position of 3,7-disubstituted xanthine. The inventive compounds are effective in treating baldness.

Synthesis of Pyrrolidines and Piperidines via Intramolecular Cyclisation of ω-Azidoalkyl Boronic Esters

Intramolecular cyclisation of ω-azidoalkyl boronic esters occurs in the presence of boron trichloride and leads, after hydrolysis, to the corresponding pyrrolidines or piperidines.