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Usage

Uses

Used in Pharmaceutical Industry:
Cyclohexylmethylboronic acid is used as a versatile intermediate for the synthesis of various pharmaceuticals. Its boronic acid functionality enables the formation of carbon-carbon bonds, which is a crucial step in the creation of complex organic compounds.
Used in Organic Synthesis:
Cyclohexylmethylboronic acid is used as a key component in the synthesis of complex organic compounds. Its ability to form carbon-carbon bonds makes it an essential tool in the development of new molecules and materials.
Used in Chemical Research:
Cyclohexylmethylboronic acid is used as a research compound in the study of organoboron chemistry. Its unique properties and reactivity provide valuable insights into the behavior of boron-containing compounds and their potential applications in various fields.

Upstream product

• 16940-66-2 sodium tetrahydroborate 
• 16963-29-4 4-(cyclohexylidenemethyl)morpholine 
• 109-63-7 trifluoroborane diethyl ether 

Downstream Products

• 68266-59-1 4-(cyclohexylmethyl)acetophenone 
• 613661-03-3 2-(cyclohexylmethyl)-5-[(2-methylpyrrolidin-1-yl)carbonyl]pyridine 
• 1246532-61-5 2-chloro-6-cyclohexylmethyl-9-(tetrahydro-pyran-2-yl)-9H-purine 
• 102746-89-4 2-(cyclohexylmethyl)-1,3,2-dioxaborinane 
• 98446-82-3 4-(cyclohexylmethyl)benzonitrile 

Relevant academic research and scientific papers

Novel conversion of aldehydes to boronic esters. Simultaneous IGOR2 computer generation and experimental observation of an unusual rearrangement of 0α-aminoboranes

Utilization of the IGOR2 (Interactive Generation of Organic Reactions 2) program to study the addition of the boron-hydrogen bond to various carbon-carbon and carbon-heteroatom double bonds is reported. The IGOR2 program not only generated a number of hydroboration reactions but also indicated an unusual rearrangement of α-aminomonoalkylboranes to the corresponding B-(dialkylamino)monoalkylboranes. Independent and simultaneous experimental observation of these IGOR2-generated rearrangements was made during the hydroboration of β,β-disubstituted morpholino and piperidino enamines. Thus, the hydroboration of 2-ethyl-l-morpholino-1-butene using borane-methyl sulfide (BMS) gave B-morpholinoborane as a byproduct. Additionally, upon oxidation, 2-ethyl-1-butanol was isolated from the reaction mixture. These results are explained in terms of unusual rearrangements of the α-(dialkylamino)monoalkylborane intermediate. The use of BH3-THF-BF3-OEt2 or NaBH4-BF3OEt2 for the hydroboration permits the utilization of any β, γ-disubstituted enamine in this rearrangement reaction and vastly improves the yields of the rearrangement products. Nonoxidative workup of the rearrangement reaction mixture affords excellent yields of the corresponding boronic acids, which were isolated as 2-alkyl-1,3,2-dioxaborinanes.