BLD Insights
Ready to get more kinds of Boronates from BLDpharm？
23 September 2022
(3aS,3'aS,4S,4'S,6S,6'S,7aR,7'aR)-Dodecahydro-3a,3'a,5,5,5',5'-hexamethyl-2,2'-bi-4,6-methano-1,3,2-benzodioxaborole
(3aR,3'aR,4R,4'R,6R,6'R,7aS,7'aS)-Dodecahydro-3a,3'a,5,5,5',5'-hexamethyl-2,2'-bi-4,6-methano-1,3,2-benzodioxaborole
2,2'-Bibenzo[d][1,3,2]dioxaborole
(R)-3-Methyl-1-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)butan-1-amine 2,2,2-trifluoroacetate
3-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzoyl chloride
3-Chloro-4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)pyridine
6-Aminobenzo[c][1,2]oxaborol-1(3H)-ol
1-Hydroxy-2,1-benzoxaborolane
1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carboxylic acid
5,5-Dimethyl-2-(4-nitrophenyl)-1,3,2-dioxaborinane
Organobotonates including Bneops, Bcats, Bpinanes as well as [c][1,2]oxaborol-1(3H)-ols have a small number and a large variety compared to Bpins and boronic acids.
Special [c][1,2]oxaborol-1(3H)-ols such as Tavaborole and Crisaborole are BPC. Tavaborole is an antifungal agent that protects against trichophyton and is effective in treating onychomycosis while Tavaborole is a non-steroidal phosphodiesterase 4 (PDE-4) inhibitor. They can also be building blocks used to induce 2-benzyl alcohol group.
Bneops can be used in heteroaryl−heteroaryl SM cross-coupling reaction and C-H activation reaction. Also, due to the good water and fat solubility, they can be applicated for drug delivery. Bis[(-)-pinanediolato]diboron is a chiral reactant and both catalyst.
They have a wide range of applications in pharmaceutical chemistry and synthesis of natural products as well as methodology research.
References
[1]Martin D. Smith et al. J. Am. Chem. Soc. 2022, 144, 14790–14797.
[2]Scott E. Denmark et al. J. Am. Chem. Soc. 2021, 143, 13845–13853.
[3]Shinji Murai et al. J. Am. Chem. Soc. 2003, 125, 1698–1699.
[4]Huayue Wu et al. Chinese Chem. Lett. 2018, 29, 1795-1798.
®